Efficient convergent synthesis of 1α,25-dihydroxyvitamin D3 and its analogues by Suzuki-Miyaura coupling

被引：20

作者：

Hanazawa, T ^{[1
]}

Koyama, A ^{[1
]}

Wada, T ^{[1
]}

Morishige, E ^{[1
]}

Okamoto, S ^{[1
]}

Sato, F ^{[1
]}

机构：

[1] Tokyo Inst Technol, Grad Sch Biosci & Biotechnol, Midori Ku, Yokohama, Kanagawa 2268501, Japan

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 04期

关键词：

D O I：

10.1021/ol0274007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] 1alpha,25-Dihydroxyvitamin D-3 was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 1, which was efficiently prepared from readily available 1,7-enyne 2, with the corresponding boronate compound of the C,D-ring portion. The method was applied to prepare des-C,D analogues of 1alpha,25-dihydroxyvitamin D-3.

引用

页码：523 / 525

页数：3

共 50 条

[1] Efficient convergent synthesis of 1α,25-dihydroxyvitamin D3 and its analogues by Suzuki-Miyaura coupling. (vol 5, pg 524, 2003)
Hanazawa, T
Koyama, A
Wada, T
Morishige, E
Okamoto, S
Sato, F
ORGANIC LETTERS, 2003, 5 (17) : 3167 - 3167
[2] New convergent synthesis of 1α,25-dihydroxyvitamin D3 and its analogues by Suzuki-Miyaura coupling between A-ring and C,D-ring parts
Hanazawa, T
Koyama, A
Nakata, K
Okamoto, S
Sato, F
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (25): : 9767 - 9772
[3] Novel synthetic approach to 19-nor-1α,25-dihydroxyvitamin D3 and its derivatives by Suzuki-Miyaura coupling in solution and on solid support
Hanazawa, T
Wada, T
Masuda, T
Okamoto, S
Sato, F
ORGANIC LETTERS, 2001, 3 (24) : 3975 - 3977
[4] Efficient synthesis of novel oxime analogues of the hormone 1α, 25-dihydroxyvitamin D3
Li, Hongliang
Fang, Zhijie
Dai, Huanran
Zhang, Hengrui
Liu, Yanan
JOURNAL OF CHEMICAL RESEARCH, 2015, (06) : 368 - 372
[5] Efficient synthesis of novel 1α-amino and 3β-amino analogues of 1α,25-dihydroxyvitamin D3
Oves, D
Ferrero, M
Fernández, S
Gotor, V
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (03): : 1154 - 1157
[6] Synthesis and biological evaluation of phosphonate analogues of 1α,25-dihydroxyvitamin D3
Han, G
ARCHIVES OF PHARMACAL RESEARCH, 2000, 23 (03) : 206 - 210
[7] Synthesis and biological evaluation of phosphonate analogues of 1α, 25-dihydroxyvitamin D3
Gyoonhee Han
Archives of Pharmacal Research, 2000, 23 : 206 - 210
[8] An efficient synthesis of 1α,25-dihydroxyvitamin D3 LC-biotin
Kattner, Lars
Bernardi, Dan
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2017, 173 : 89 - 92
[9] Synthesis of 1α,25-dihydroxyvitamin D3 analogues with α-hydroxyalkyl substituents at C12
Carballa, Diego M.
Zacconi, Flavia
Kulesza, Urszula
Mourino, Antonio
Torneiro, Mercedes
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2013, 136 : 34 - 38
[10] An efficient enantioselective synthesis of 1α,25-dihydroxyvitamin D3 A-ring synthon
Koiwa, M
Hareau, GPJ
Sato, F
TETRAHEDRON LETTERS, 2000, 41 (14) : 2389 - 2390

← 1 2 3 4 5 →