A SIMPLE, HIGH-YIELDING SYNTHESIS OF N-TERT-BUTOXYCARBONYL ALPHA-AMINO ESTERS - PRECURSORS FOR ALPHA-AMINO ALDEHYDES

被引:20
作者
MCNULTY, J [1 ]
STILL, IWJ [1 ]
机构
[1] UNIV TORONTO,J TUZO WILSON RES LABS,MISSISSAUGA L5L 1C6,ONTARIO,CANADA
关键词
D O I
10.1080/00397919208019286
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general one-pot, two-stage procedure is described for the preparation of the title compounds from the free amino acids in near quantitative yields.
引用
收藏
页码:979 / 985
页数:7
相关论文
共 19 条
[1]   RENIN INHIBITORS - SYNTHESES OF SUBNANOMOLAR, COMPETITIVE, TRANSITION-STATE ANALOG INHIBITORS CONTAINING A NOVEL ANALOG OF STATINE [J].
BOGER, J ;
PAYNE, LS ;
PERLOW, DS ;
LOHR, NS ;
POE, M ;
BLAINE, EH ;
ULM, EH ;
SCHORN, TW ;
LAMONT, BI ;
LIN, TY ;
KAWAI, M ;
RICH, DH ;
VEBER, DF .
JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (12) :1779-1790
[2]   THE BENZOSTABASE PROTECTING GROUP FOR PRIMARY AMINES - APPLICATION TO ALIPHATIC-AMINES [J].
BONARLAW, RP ;
DAVIS, AP ;
DORGAN, BJ ;
REETZ, MT ;
WEHRSIG, A .
TETRAHEDRON LETTERS, 1990, 31 (46) :6725-6728
[3]  
FAHRNI HP, 1985, ORG SYNTH, V63, P175
[4]   THE SYNTHESIS AND CONFIGURATIONAL STABILITY OF DIFFERENTIALLY PROTECTED BETA-HYDROXY-ALPHA-AMINO ALDEHYDES [J].
GARNER, P ;
PARK, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (12) :2361-2364
[5]  
GARNER P, 1991, ORG SYNTH, V70, P18
[6]   INTRAMOLECULAR PICTET-SPENGLER REACTION OF N-ALKOXYTRYPTAMINES .3. STEREOSELECTIVE SYNTHESIS OF (-)-DEBROMOEUDISTOMIN-L AND (-)-O-METHYLDEBROMOEUDISTOMIN-E AND THEIR STEREOISOMERS [J].
HERMKENS, PHH ;
VONMAARSEVEEN, JH ;
OTTENHEIJM, HCJ ;
KRUSE, CG ;
SCHEEREN, HW .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (13) :3998-4006
[7]   OPTICALLY-ACTIVE N-PROTECTED ALPHA-AMINO ALDEHYDES IN ORGANIC-SYNTHESIS [J].
JURCZAK, J ;
GOLEBIOWSKI, A .
CHEMICAL REVIEWS, 1989, 89 (01) :149-164
[8]  
Keller O., 1985, ORG SYNTH, V63, P160
[9]   A CONVENIENT METHOD FOR O-ALKYLATION OF N-SUBSTITUTED TYROSINES USING A CROWN ETHER [J].
KOLODZIEJCZYK, AM ;
MANNING, M .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (09) :1944-1946
[10]  
KOSKINEN AMP, 1990, SYNLETT, P665