ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside
• CAS No.: 152964-76-6
• Molecular Formula: C₂₉H₃₄O₅S
• Molecular Weight: 494.652
• Mol file: 152964-76-6.mol

Synonyms:ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside

Chemical Property of ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside

There total 13 articles about ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside 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%

C45H52O5SSi (1381875-94-0) → ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside (152964-76-6)

Guidance literature:

With perchloric acid on silica gel; In acetonitrile; at 50 ℃; for 0.5h; chemoselective reaction;

DOI:10.1016/j.carres.2012.02.021

Reference yield: 92.0%

ethyl 2,3,4-tri-O-benzyl-1-thio-6-O-(triphenylmethyl)-β-D-galactopyranoside (311797-16-7) → ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside (152964-76-6)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; chloroform; for 2.5h;

DOI:10.1021/ja001515t

Reference yield: 91.0%

ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-galactopyranoside (172275-99-9) → ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside (152964-76-6)

Guidance literature:

With borane-THF; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.03.194

upstream raw materials:

benzyl bromide

ethyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranoside

formic acid

ethyl 2,3,4-tri-O-benzyl-1-thio-6-O-(triphenylmethyl)-β-D-galactopyranoside

Downstream raw materials:

tert-butyl (ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

(2S,4R)-4-((2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxycarbonyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester 2-pentafluorophenyl ester

methyl (2,3,4-tri-O-benzyl-α-D-galactopyranosyluronic acid)-(1->4)-(benzyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-1,2,5,6-tetra-O-acetyl-α,β-D-galactofuranose