Total Synthesis of an Immunosuppressive Glycolipid, (2S,3S,4R)-1-O- (α-d-Galactosyl)-2- tetracosanoylamino-1,3,4-nonanetriol-Reference-Cited by-同舟云学术

Total Synthesis of an Immunosuppressive Glycolipid, (2S,3S,4R)-1-O- (α-d-Galactosyl)-2- tetracosanoylamino-1,3,4-nonanetriol

Published:2005-02-16 Issue:6 Volume:70 Page:2398-2401
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Murata Kenji¹,Toba Tetsuya¹,Nakanishi Kyoko¹,Takahashi Bitoku¹,Yamamura Takashi¹,Miyake Sachiko¹,Annoura Hirokazu¹

Affiliation:

1. Daiichi Suntory Biomedical Research Co., Ltd., 1-1-1, Wakayamadai, Shimamoto-cho, Mishima-gun, Osaka 618-8513, Japan, and Department of Immunology, National Institute of Neuroscience, National Center for Neuroscience and Psychiatry, Tokyo 187-8502, Japan hirokazu_annoura@dsup.co.jp

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo048151y

Reference30 articles.

1. THE CD1 SYSTEM: Antigen-Presenting Molecules for T Cell Recognition of Lipids and Glycolipids

2. Structure-Activity Relationship of .alpha.-Galactosylceramides against B16-Bearing Mice

3. Practical Total Synthesis of (2S,3S,4R)-1-O-(α-D-Galactopyranosyl)-N-hexacosanoyl-2-amino-1,3,4-octadecanetriol, the Antitumorial and Immunostimulatoryα-Galactosylcer-amide, KRN7000

4. Diastereoselective epoxidation of the double bond at C-4 of sphingosines to provide phytosphingosine relatives such as α-galactosylceramide KRN7000

5. 2-Deoxy-disaccharide approach to natural and unnatural glycosphingolipids synthesis

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