(2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol

Base Information

• Chemical Name: (2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol
• CAS No.: 908848-13-5
• Molecular Formula: C₃₇H₇₃NO₅SSi₂
• Molecular Weight: 700.227
• Mol file: 908848-13-5.mol

Synonyms:(2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol

Chemical Property of (2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol

There total 2 articles about (2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol 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: 85.0%

C37H71NO5SSi2 → (2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol (908848-13-5)

Guidance literature:

C₃₇H₇₁NO₅SSi₂; With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 3h;

With water; Rochelle's salt; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 2h;

Reference yield:

C37H71NO5SSi2 (1044256-06-5) → (2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol (908848-13-5) + (2S,3R,5S)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol (1017936-91-2)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1016/j.bmc.2007.10.008

Reference yield:

(2S,3R,5R)-1,3-bis(tert-butyldimethylsilyloxy)-2-[(p-toluenesulfonyl)amino]octadecan-5-ol (908848-13-5) + methanesulfonyl chloride (124-63-0) → C38H75NO7S2Si2

Guidance literature:

With pyridine; at 4 ℃; for 40h;

DOI:10.1016/j.bmc.2007.10.008

upstream raw materials:

C₃₇H₇₁NO₅SSi₂

Downstream raw materials:

(2S,3R,5S)-3-(tert-butyldimethylsilyloxy)-2-[(tert-butyldimethylsilyloxy)methyl]-5-tridecyl-1-(p-toluenesulfonyl)pyrrolidine