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ENANTIOSELECTIVE SYNTHESIS OF BOTH ENANTIOMERS OF ETODOLAC VIA A LIPASE-CATALYZED KINETIC RESOLUTION
被引:4
作者
:
Akai, Shuji
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
Akai, Shuji
[
1
]
Nemoto, Hiroyuki
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
Nemoto, Hiroyuki
[
1
]
Egi, Masahiro
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
Egi, Masahiro
[
1
]
机构
:
[1]
Univ Shizuoka, Sch Pharmaceut Sci, Suruga Ku, Shizuoka 4228526, Japan
来源
:
HETEROCYCLES
|
2008年
/ 76卷
/ 02期
关键词
:
Kinetic Resolution;
Lipase;
Indole;
Oxidation;
Chemoselective Reaction;
D O I
:
10.3987/COM-08-S(N)118
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
The efficient preparation of both enantiomers of etodolac 1 was achieved by the lipase-catalyzed kinetic resolution of the racemic primary alcohol (+/-)-2 followed by chemoselective oxidation.
引用
收藏
页码:1537 / 1547
页数:11
相关论文
共 28 条
[1]
Efficient lipase-catalyzed enantioselective desymmetrization of prochiral 2,2-disubstituted 1,3-propanediols and meso 1,2-diols using 1-ethoxyvinyl 2-furoate
Akai, S
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Akai, S
Naka, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Naka, T
Fujita, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Fujita, T
Takeba, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Takeba, Y
Tsujino, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Tsujino, T
Kita, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Kita, Y
[J].
JOURNAL OF ORGANIC CHEMISTRY,
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419
[2]
ANELLI PL, 1987, J ORG CHEM, V52, P2559
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Total synthesis of marine natural products without using protecting groups
Baran, Phil S.
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Baran, Phil S.
Maimone, Thomas J.
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Maimone, Thomas J.
Richter, Jeremy M.
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Richter, Jeremy M.
[J].
NATURE,
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Brenna, E
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0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Brenna, E
Fuganti, C
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Fuganti, C
Fuganti, D
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Fuganti, D
Grasselli, P
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Grasselli, P
Malpezzi, L
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Malpezzi, L
PedrocchiFantoni, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
PedrocchiFantoni, G
[J].
TETRAHEDRON,
1997,
53
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Asymmetric Friedel-Crafts reaction: An application to the synthesis of an etodolac analogue.
Cabral, LM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Cabral, LM
Costa, PRR
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Costa, PRR
Vasconcellos, MLAA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Vasconcellos, MLAA
Barreiro, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Barreiro, EJ
Castro, RN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Castro, RN
[J].
SYNTHETIC COMMUNICATIONS,
1996,
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3676
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QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
CHEN, CS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
CHEN, CS
FUJIMOTO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
FUJIMOTO, Y
GIRDAUKAS, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
GIRDAUKAS, G
SIH, CJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
SIH, CJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1982,
104
(25)
: 7294
-
7299
[7]
The formal synthesis of chiral etodolac using chiral 1,2-di(alkylcarbonyl)oxypentan-3-one as chiral building block
Chou, SY
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chou, SY
Tseng, CL
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Tseng, CL
Chen, SF
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chen, SF
[J].
HETEROCYCLES,
1999,
51
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: 1527
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+
[8]
Exploration of an efficient method for optical resolution of etodolac
Chou, SY
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chou, SY
Tseng, CL
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Tseng, CL
Chang, LS
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chang, LS
[J].
JOURNAL OF THE CHINESE CHEMICAL SOCIETY,
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[9]
RESOLUTION OF ETODOLAC AND ANTI-INFLAMMATORY AND PROSTAGLANDIN SYNTHETASE INHIBITING PROPERTIES OF THE ENANTIOMERS
DEMERSON, CA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
DEMERSON, CA
HUMBER, LG
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
HUMBER, LG
ABRAHAM, NA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
ABRAHAM, NA
SCHILLING, G
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
SCHILLING, G
MARTEL, RR
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
MARTEL, RR
PACEASCIAK, C
论文数:
0
引用数:
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PACEASCIAK, C
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共 28 条
[1]
Efficient lipase-catalyzed enantioselective desymmetrization of prochiral 2,2-disubstituted 1,3-propanediols and meso 1,2-diols using 1-ethoxyvinyl 2-furoate
Akai, S
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Akai, S
Naka, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Naka, T
Fujita, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Fujita, T
Takeba, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Takeba, Y
Tsujino, T
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Tsujino, T
Kita, Y
论文数:
0
引用数:
0
h-index:
0
机构:
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
Kita, Y
[J].
JOURNAL OF ORGANIC CHEMISTRY,
2002,
67
(02)
: 411
-
419
[2]
ANELLI PL, 1987, J ORG CHEM, V52, P2559
[3]
Total synthesis of marine natural products without using protecting groups
Baran, Phil S.
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Baran, Phil S.
Maimone, Thomas J.
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Maimone, Thomas J.
Richter, Jeremy M.
论文数:
0
引用数:
0
h-index:
0
机构:
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
Richter, Jeremy M.
[J].
NATURE,
2007,
446
(7134)
: 404
-
408
[4]
New enzymatic and chemical approaches to enantiopure etodolac
Brenna, E
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Brenna, E
Fuganti, C
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Fuganti, C
Fuganti, D
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Fuganti, D
Grasselli, P
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Grasselli, P
Malpezzi, L
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
Malpezzi, L
PedrocchiFantoni, G
论文数:
0
引用数:
0
h-index:
0
机构:
Dipto. di Chimica del Politecnico, Ctro. CNR Chim. Sostanze O., I-20131 Milano
PedrocchiFantoni, G
[J].
TETRAHEDRON,
1997,
53
(52)
: 17769
-
17780
[5]
Asymmetric Friedel-Crafts reaction: An application to the synthesis of an etodolac analogue.
Cabral, LM
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Cabral, LM
Costa, PRR
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Costa, PRR
Vasconcellos, MLAA
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Vasconcellos, MLAA
Barreiro, EJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Barreiro, EJ
Castro, RN
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV FED RIO JANEIRO,LAB SINTESE ORGAN 1,BR-21941590 RIO JANEIRO,BRAZIL
Castro, RN
[J].
SYNTHETIC COMMUNICATIONS,
1996,
26
(19)
: 3671
-
3676
[6]
QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
CHEN, CS
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
CHEN, CS
FUJIMOTO, Y
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
FUJIMOTO, Y
GIRDAUKAS, G
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
GIRDAUKAS, G
SIH, CJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
UNIV WISCONSIN, SCH PHARM, MADISON, WI 53706 USA
SIH, CJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1982,
104
(25)
: 7294
-
7299
[7]
The formal synthesis of chiral etodolac using chiral 1,2-di(alkylcarbonyl)oxypentan-3-one as chiral building block
Chou, SY
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chou, SY
Tseng, CL
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Tseng, CL
Chen, SF
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chen, SF
[J].
HETEROCYCLES,
1999,
51
(07)
: 1527
-
+
[8]
Exploration of an efficient method for optical resolution of etodolac
Chou, SY
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chou, SY
Tseng, CL
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Tseng, CL
Chang, LS
论文数:
0
引用数:
0
h-index:
0
机构:
Dev Ctr Biotechnol, Taipei, Taiwan
Dev Ctr Biotechnol, Taipei, Taiwan
Chang, LS
[J].
JOURNAL OF THE CHINESE CHEMICAL SOCIETY,
2001,
48
(02)
: 229
-
234
[9]
RESOLUTION OF ETODOLAC AND ANTI-INFLAMMATORY AND PROSTAGLANDIN SYNTHETASE INHIBITING PROPERTIES OF THE ENANTIOMERS
DEMERSON, CA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
DEMERSON, CA
HUMBER, LG
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
HUMBER, LG
ABRAHAM, NA
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
ABRAHAM, NA
SCHILLING, G
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
SCHILLING, G
MARTEL, RR
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
MARTEL, RR
PACEASCIAK, C
论文数:
0
引用数:
0
h-index:
0
机构:
AYERST RES LABS,DEPT CHEM,MONTREAL H3C 3J1,QUEBEC,CANADA
PACEASCIAK, C
[J].
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