2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol

Base Information

• Chemical Name: 2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol
• CAS No.: 951767-71-8
• Molecular Formula: C₅₉H₇₅N₃O₈
• Molecular Weight: 954.26
• Mol file: 951767-71-8.mol

Synonyms:2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol

Chemical Property of 2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol

There total 20 articles about 2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol 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: 80.0%

benzyl bromide (100-39-0) + (2S,3S,4R)-2-azido-1-(((2S,4aS,6S,7R,8S,8aR)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)octadecane-3,4-diol (303752-86-5) → 2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol (951767-71-8)

Guidance literature:

(2S,3S,4R)-2-azido-1-(((2S,4aS,6S,7R,8S,8aR)-7,8-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)octadecane-3,4-diol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00881

Reference yield: 74.0%

O-(2,3-di-O-benzyl-4,6-O-benzylidene-D-galactopyranosyl) trichloroacetimidate (1201598-10-8) + (2S,3S,4S)-2-azido-3,4-di-O-benzyl-octadecan-1,3,4-triol (202812-10-0) → 2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol (951767-71-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 2h; Molecular sieve;

DOI:10.1016/j.bmc.2010.11.061

Reference yield: 73.0%

fluoro-2,3-O-dibenzyl-4,6-O-benzylidene-α-D-galactopyranoside + (2S,3S,4S)-2-azido-3,4-di-O-benzyl-octadecan-1,3,4-triol (202812-10-0) → 2-azido-3,4-di-O-benzyl-1-O-(2,3-di-O-benzyloxyl-4,6-O-benzyllidene-α-D-galactopyranosyl)-D-ribooctadecane-1,3,4-triol (951767-71-8)

Guidance literature:

With silver trifluoromethanesulfonate; tin(ll) chloride; In tetrahydrofuran; diethyl ether; toluene; at 0 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.bmc.2016.06.007

upstream raw materials:

O-(2,3-di-O-benzyl-4,6-O-benzylidene-D-galactopyranosyl) trichloroacetimidate

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

D-ribo-phytosphingosine

(2S,3S,4R)-2-azido-1,3,4-octadecanetriol

Downstream raw materials:

C₅₉H₇₇N₃O₈

C₆₆H₈₁N₃O₉

C₆₇H₈₅N₃O₈

C₆₈H₈₇N₃O₈