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

DOI: 10.1016/S0040-4020(98)00065-9

Source and publish data:

Tetrahedron p. 3141 - 3150 (1998)

Update date:2022-09-26

Topics:

Authors:

Takikawa, Hirosato

Muto, Shin-etsu

Mori, Kenji

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

Article abstract of DOI:10.1016/S0040-4020(98)00065-9

Diastereoselective epoxidation of the double bond at C-4 of two sphingosine derivatives [3, R = (CH₂)₇Me or (CH₂)₁₂Me] was studied. Dimethyldioxirane was found to be the best oxidant for that purpose. Application of this epoxidation resulted in a new synthesis of the α- galactosylceramide KRN7000 (2), which has an enhancing effect on the activity of natural killer cells.

Full text of DOI:10.1016/S0040-4020(98)00065-9

Products guided by the article

Product name:N-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-((2R,3S)-3-tridecyl-oxiranyl)-ethyl]-4-methyl-benzenesulfonamide

Cas No:1017935-14-6

R&D Labs maybe for 1017935-14-6

Shenyang Xingzhenghe Chemical Co., Ltd.

Contact:024-23509232

Address:No. 33, Naner Road, Heping Dist.
Suzhou Lixin Pharmaceutical Co., Ltd.

Contact:86-512-88169812

Address:21 Tangxi Road, Suzhou New District, Suzhou 215151
Xi'an Unique Electronic and Chemical Co., Ltd.

Contact:+86-029-88238008

Address:1703# B BUILDING WEST ELECTRONIC ZONE, XI'AN, CHINA
Jiangsu Taihu New Materials Holding Co., Ltd

Contact:+86-519-86160108

Address:Xueyan Town, Changzhou City, Jiangsu Province, 213169, China
Taizhou volsen chemical Co., Ltd

website:http://www.volsenchem.com

Contact:+86-576-88869393

Address:Jiaojiang District, Taizhou, Zhejiang, China.

Relevant to this article

Synthesis and structure-activity relationships of 16-ene-22-thia-1α,25-dihydroxy-26,27-dimethyl-19-norvitamin D₃ analogs having side chains of different sizes

Doi:10.1016/j.bmc.2007.11.013
(2008)
NEW AND EFFICIENT DEHALOGENATIVE COUPLING AND REDUCTION OF α-HALOKETONES WITH ACTIVE NICKEL COMPLEX. FACILE SYNTHESES OF 1,4-DIKETONES AND BICYCLO<4.2.0>OCT-3-ENE-2,5-DIONES

Doi:10.1016/S0040-4039(00)89232-1
(1985)
High-Throughput Screening of Reductive Amination Reactions Using Desorption Electrospray Ionization Mass Spectrometry

Doi:10.1021/acs.oprd.0c00230
(2020)
Highly selective and efficient synthesis of 3-arylamino-substituted 5-aminopyrazole-4-carboxylates under microwave irradiation

Doi:10.1016/j.tetlet.2017.01.028
(2017)
N-cyclopropylation of indoles and cyclic amides with copper(II) reagent

Doi:10.1021/ol800376f
(2008)
Total synthesis of cruentaren B

Doi:10.1021/jo800181n
(2008)

Article Doi