DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF DIMETHYL (2S,3S)-2-ALLYL-3-HYDROXYGLUTARATE - A CHIRAL BUILDING-BLOCK FOR PREPARING BRANCHED-CHAIN NUCLEOSIDE ANALOGS

被引：3

作者：

ARSLAN, T ^{[1
]}

HERRADON, B ^{[1
]}

SCHWEIZER, BW ^{[1
]}

BENNER, SA ^{[1
]}

机构：

[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1993年 / 76卷 / 08期

关键词：

D O I：

10.1002/hlca.19930760821

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A yeast-catalyzed reduction of dimethyl (2S,3S)-2-allyl-3-hydroxyglutarate is the key step in the preparation of bis-homo, branched-chain nucleoside analogues. To establish unambiguously the stereochemical course of the microbial reaction, the product has been converted to a derivative esterified with camphanoyl chloride, and a crystal structure of the derivative solved.

引用

页码：2969 / 2975

页数：7

共 20 条

[1] TOTAL SYNTHESIS OF THE TRICHOTHECENE MYCO-TOXIN ANGUIDINE
BROOKS, DW
GROTHAUS, PG
MAZDIYASNI, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (13) : 4472 - 4473
[2] PEPTIDE NUCLEIC-ACIDS (PNA) - OLIGONUCLEOTIDE ANALOGS WITH AN ACHIRAL PEPTIDE BACKBONE
EGHOLM, M
BUCHARDT, O
NIELSEN, PE
BERG, RH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) : 1895 - 1897
[3] Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties
Goodchild, John
[J]. BIOCONJUGATE CHEMISTRY, 1990, 1 (03) : 165 - 187
[4] A CHEMOENZYMATIC SYNTHESIS OF LEUKOTRIENE-B4
HAN, CQ
DITULLIO, D
WANG, YF
SIH, CJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (08) : 1253 - 1258
[5] STEREOSPECIFIC, TOTAL SYNTHESIS OF THROMBOXANE B2
HANESSIAN, S
LAVALLEE, P
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (03): : 562 - 565
[6] HIRAMA H, 1986, TETRAHEDRON LETT, V43, P5281
[7] BUILDING-BLOCKS FOR OLIGONUCLEOTIDE ANALOGS WITH DIMETHYLENE SULFIDE, SULFOXIDE, AND SULFONE GROUPS REPLACING PHOSPHODIESTER LINKAGES
HUANG, Z
SCHNEIDER, KC
BENNER, SA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) : 3869 - 3882
[8] JOHNSON CK, 1965, PROGRAM ORTEP, P3794
[9] SEQUENCE-SELECTIVE RECOGNITION OF DNA BY STRAND DISPLACEMENT WITH A THYMINE-SUBSTITUTED POLYAMIDE
NIELSEN, PE
EGHOLM, M
BERG, RH
BUCHARDT, O
[J]. SCIENCE, 1991, 254 (5037) : 1497 - 1500
[10] Pope M., 1983, HETEROPOLY ISOPOLY O

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