(2S,3R,4E)-2-AZIDO-3-(TERT-BUTYLDIMETHYLSILYL)-ERYTHRO-SPHINGOSINE

Base Information

• Chemical Name: (2S,3R,4E)-2-AZIDO-3-(TERT-BUTYLDIMETHYLSILYL)-ERYTHRO-SPHINGOSINE
• CAS No.: 114299-64-8
• Molecular Formula: C24H49N3O2Si
• Molecular Weight: 439.757
• Mol file: 114299-64-8.mol

Synonyms:(2S,3R,4E)-2-AZIDO-3-(TERTBUTYLDIMETHYLSILYL)-4-OCTADECENE-3-OL;(2S,3R,4E)-2-AZIDO-3-(TERT-BUTYLDIMETHYLSILYL)-ERYTHRO-SPHINGOSINE

Chemical Property of (2S,3R,4E)-2-AZIDO-3-(TERT-BUTYLDIMETHYLSILYL)-ERYTHRO-SPHINGOSINE

Chemical Property:

• PSA: 79.21000
• LogP: 7.75806
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(2S,3R,4E)-2-Azido-3-(tert-butyldimethylsilyl)-erythro-sphingosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4E)-2-AZIDO-3-(TERT-BUTYLDIMETHYLSILYL)-ERYTHRO-SPHINGOSINE

There total 19 articles about (2S,3R,4E)-2-AZIDO-3-(TERT-BUTYLDIMETHYLSILYL)-ERYTHRO-SPHINGOSINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

(2S,3R,4E)-2-Azido-3-(tert-butyldimethylsilyloxy)-1-(pivaloyloxy)-4-octadecen (114275-42-2) → (2S,3S,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-4-octadecen-1,3-diol (114299-64-8)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; for 120h;

Reference yield: 82.0%

(4S)-3-<(2'R,3'R,4'E)-2'-azido-3-O-tert-butyldimethylsilyl-3'-hydroxy-4'-octadecenoyl>-4-(isopropyl)-2-oxazolidinone (117606-37-8) → (2S,3S,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-4-octadecen-1,3-diol (114299-64-8)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; 1. 1.5 h, 0 deg C 2. 0.5 h, room temperature;

DOI:10.1016/0008-6215(90)84079-A

Reference yield: 73.0%

→ (2S,3S,4E)-2-azido-3-O-(tert-butyldimethylsilyl)-4-octadecen-1,3-diol (114299-64-8)

Guidance literature:

upstream raw materials:

t-butyldimethylsiyl triflate

(4S)-3-<(2'R,3'R,4'E)-2'-azido-3'-hydroxy-4'-octadecenoyl>-4-(isopropyl)-2-oxazolidinone

(4S)-3-<(2'R,3'R,4'E)-2'-azido-3-O-tert-butyldimethylsilyl-3'-hydroxy-4'-octadecenoyl>-4-(isopropyl)-2-oxazolidinone

2-azido-sphingosine

Downstream raw materials:

(2S,3R,4E)-3-(tert-butyldimethylsilyloxy)-2-(9-fluorenylmethyloxycarbonylamino)-4-octadecene-1-ol

Sphingosine-1-phosphate

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

sphingomyelin