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

Tomo Pharma Chem Co., Limited

Contact:+86-158-05817090

Address:ROOM 9F, FLAT 2, GUODU DEVELOPING BLDG, No.182, ZHAOHUI ROAD
Beijing Zhongshuo Pharmaceutical T & D Co.,Ltd

Contact:0086-10-64430626

Address:ea No 16, HEPINGLI,DONGCHENG DISTRICT,BEIJING,P.R.CHINA.
Qingdao Kylin Trading Co., Ltd.

Contact:0086-532-68979884/58972912/68972263/65/88171519

Address:Room 2308,A building International Trade Center No.230 Changjiang Middle Road of Qingdao Economic Development Zone,Shandong,China.
Nanjing Chemzam Pharmtech Co., Ltd.

Contact:+86-25-86462165,+86-13915979898

Address:C5-1，6 Maiyue Road，Maigaoqiao，Nanjing，Jiangsu，China
Jiangsu Seed Chem Co.,Ltd.

Contact:86-513-84128750/13773795976

Address:No.48.Youyi West Road ,Rudong Development Zone,Jiangsu Province,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