(2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol

Base Information

• Chemical Name: (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol
• CAS No.: 160280-67-1
• Molecular Formula: C₅₁H₆₃N₃O₃
• Molecular Weight: 766.08
• Mol file: 160280-67-1.mol

Synonyms:(2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol

Chemical Property of (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol

There total 17 articles about (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol 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: 96.0%

benzyl bromide (100-39-0) + (2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol (160280-66-0) → (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol (160280-67-1)

Guidance literature:

(2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 0.666667h;

benzyl bromide; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃; for 18h;

Reference yield: 85.0%

bromo-triphenyl-methane (596-43-0) + (2S,3S,4S)-2-azido-3,4-di-O-benzyl-octadecan-1,3,4-triol (202812-10-0) → (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol (160280-67-1)

Guidance literature:

With pyridine; dmap; at 60 ℃; for 12h;

DOI:10.1002/ejoc.200300512

Reference yield:

benzyl chloride (100-44-7) + (2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol (160280-66-0) → (2S,3S,4R)-2-azido-3,4-di-O-benzyl-1-O-trityl-1,3,4-octadecanetriol (160280-67-1)

Guidance literature:

(2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol; With sodium hydride; In N,N-dimethyl-formamide; for 0.166667h;

benzyl chloride; In N,N-dimethyl-formamide; Further stages.;

DOI:10.1021/jm0701066

upstream raw materials:

benzyl bromide

(2S,3S,4R)-2-azido-1-(trityloxy)octadecane-3,4-diol

bromo-triphenyl-methane

(2S,3S,4S)-2-azido-3,4-di-O-benzyl-octadecan-1,3,4-triol

Downstream raw materials:

Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-((2S,3S,4R)-2-azido-3,4-bis-benzyloxy-octadecyloxy)-6-methyl-tetrahydro-pyran-3-yl ester

(2R,3S,4R,5R,6S)-2-((2S,3S,4R)-2-Azido-3,4-bis-benzyloxy-octadecyloxy)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran

(2S,3S,4R)-3,4-di-O-benzyl-N-hexacosanoyl-1-O-trityl-2-amino-3,4-octadecanetriol

1-O-(α-D-galactopyranosyl)-2-(11-(3,4-dichlorophenyl)undecanoyl)amino-D-ribo-1,3,4-octadecanetriol