Stereocontrolled Total Synthesis of the Unnatural Enantiomers of Castanospermine and 1-epi-Castanospermine

DOI: 10.1021/jo00037a043

Source and publish data:

Journal of Organic Chemistry p. 3194 - 3202 (1992)

Update date:2022-08-04

Topics:

Authors:

Mulzer, Johann

Dehmlow, Henrietta

Buschmann, Juergen

Luger, Peter

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

Article abstract of DOI:10.1021/jo00037a043

A concise practical synthesis (13 steps, ca. 10-12percent overall yield) of the unnatural enantiomer of castanospermine ((-)-1) and its 1-epimer 2 from 2,3,4-tri-O-benzyl-D-xylose (3) is described.Key steps in the synthesis are two organometal aldehyde ad

Full text of DOI:10.1021/jo00037a043

Products guided by the article

Product name:(2R,3S,4R,5R,6R)-2,3,4,6-Tetra-O-benzyl-1,5-bis-O-(methoxymethyl)-8-nonene-1,2,3,4,5,6-hexol

Cas No:140201-57-6

R&D Labs maybe for 140201-57-6

Chengdu NoVi Biotechnology Co., Ltd.(expird)

Contact:13551243286/028-81458053

Address:NO.168-1-224 JULONG ROAD WUHOU DISTRICT, CHENGDU CITY,SICHUAN PROVINCE
Liaoyang Xinyou Chemical Products Co.,Ltd.

Contact:+86-419-5165433 13604191870

Address:Huishang Road6-1, Hongwei District, Liaoyang, Liaoning, China
Qingdao Kingway Pharmtech Co., Ltd.

Contact:86-532-87118899

Address:No. 88, Middle Haixi Road, Jiaonan City, Qingdao, China
Shanghai AoBo Bio-Pharmaceutical Technology Co., Ltd.

Contact:+86-21-51320130-801, 816

Address:Room 601, No. 1011, Halei Road, Zhangjiang High-Tech Park, Pudong, Shanghai
Acros Pharmatech Limited

website:http://www.acrospharmatech.com

Contact:+1-3234804688

Address:Flat/RM 1502,Easey Commercial building 253-261 Hennessy Road,Wanchai，HongKong

Relevant to this article

Synthesis and bioevaluation of novel arylnaphthalene lignans as anticancer agents

Doi:10.1007/s00044-012-0245-1
(2013)
Synthesis and evaluation of tripeptidic plasmin inhibitors with nitrile as warhead

Doi:10.1002/psc.2442
(2012)
Friedel-Crafts alkylations of electron-rich aromatics with 3-hydroxy-2-oxindoles: Scope and limitations

Doi:10.1039/c4ob01264j
(2014)
Tempering the reactivities of postulated α-oxo gold carbenes using bidentate ligands: Implication of tricoordinated gold intermediates and the development of an expedient bimolecular assembly of 2,4-disubstituted oxazoles

Doi:10.1021/ja307948m
(2012)
Insight into pyridinium chlorochromate chemistry: Catalytic oxidation of tetrahydrofuran compounds and synthesis of umbelactone

Doi:10.1002/ejoc.201200069
(2012)
Nicotine-based ionic liquid supported on magnetic nanoparticles: An efficient and recyclable catalyst for selective one-pot synthesis of mono- and bis-4H-pyrimido[2,1-b]benzothiazoles

Doi:10.1002/aoc.5681
(2020)

Article Doi