Glycosyl α-amino acids via stereocontrolled buildup of a penaldic acid equivalent. A novel synthetic approach to the nucleosidic component of the polyoxins and related substances

DOI: 10.1021/jo00299a017

Source and publish data:

Journal of Organic Chemistry p. 3772 - 3787 (1990)

Update date:2022-08-02

Topics: Stereocontrolled Synthesis

Authors:

Garner Garner

Park Park

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00299a017

A novel approach to glycosyl α-amino acids is exemplified by the stereocontrolled and asymmetric synthesis of thymine polyoxin C (4) from the known (serine-derived) penaldic acid equivalent 5. The overall synthetic strategy involves four distinct phases:

Full text of DOI:10.1021/jo00299a017

Products guided by the article

Product name:1,1-Dimethylethyl*,R^*),4R>>-1-<α-methoxy-α-(trifluoromethyl)-α-phenylacetyl>-4-(4,4-dimethoxy-2-butynyl)-2,2-dimethyl-3-oxazolidinecarboxylate

Cas No:127308-65-0

R&D Labs maybe for 127308-65-0

Taiwan Surfactant Corp.

Contact:886 2 2541 0022

Address:8 Fl., No. 11, Sec. 1, Chung Shan North Rd., Taipei, Taiwan R.O.C.
Huangshi Shennong Chemical Technology Co., Ltd

Contact:+86-714-3072290

Address:Eastern industrial park , Tieshan district , Huangshi city ,Hubei province , China
Yantai Derun Liquid Crystal Materials Co. Ltd.

website:http://www.ytderun.com

Contact:86-535-6300169

Address:ROOM 90, XIANGFU STREET, FUSHAN NEW-HIGH-TECH IDUSTRY ZONE, YANTAI
Shochem(Shanghai) Co., Ltd

website:http://www.shochem.com

Contact:021-50800795

Address:No.1043, Halei Rd, Zhangjiang Hi-Tech Park, Shanghai, Postcode 201203, China
Hubei Xiangxi Chemical Industry Co.,Ltd

Contact:+86-710-3454830

Address:No.7, Daqing East Road, Xiangfan City, Hubei Province, China

Relevant to this article

Carbonyl complexes of molybdenum and tungsten with sulfur donores VI. Reactions of carbonyl complexes of molybdenum(0) and tungsten(0) with uninegative (S,X)-donor ligands (X = S, N, P).

Doi:10.1016/0022-328X(90)87055-I
(1990)
Efficient Biocatalytic Reductive Aminations by Extending the Imine Reductase Toolbox

Doi:10.1002/cctc.201701379
(2017)
Decarboxylative Addition of Propiolic Acids with Indoles to Synthesize Bis(indolyl)methane Derivatives with a Pd(II)/LA Catalyst

Doi:10.1021/acs.joc.1c00762
(2021)
A NOVEL AMINO ACID ANTIBIOTIC TAN-950

Doi:10.1016/S0040-4020(01)91004-X
(1991)
Characterization of the metabolism of fenretinide by human liver microsomes, cytochrome P450 enzymes and UDP-glucuronosyltransferases

Doi:10.1111/j.1476-5381.2010.01104.x
(2011)
SUBSTITUTED 4-(1',2'-ALKADIENESULPHINYL)-MORPHOLINES; PREPARATION AND HYDROLYTIC DESULPHINYLATION INTO THE CORRESPONDING ALKYNES

Doi:10.1016/S0040-4039(01)80555-4
(1989)

Article Doi