isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside
• CAS No.: 440652-81-3
• Molecular Formula: C₃₇H₄₂O₅S
• Molecular Weight: 598.803
• Mol file: 440652-81-3.mol

Synonyms:isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property of isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

There total 2 articles about isopropyl 2,3,4,6-tetra-O-benzyl-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: 85.0%

benzyl bromide (100-39-0) + isopropyl β-D-thiogalactopyranoside (367-93-1) → isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (440652-81-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1039/b108399f

Reference yield: 72.0%

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate (90358-01-3) + 2-propanethiol (75-33-2) → isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (440652-81-3)

Guidance literature:

With difluoro-phenyl-borane; In dichloromethane; at -78 - 20 ℃; for 1.2h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/ejoc.201200138

Reference yield: 80.0%

Methyl 3-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside (117480-17-8) + isopropyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (440652-81-3) → methyl O-[2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->4)]-3-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside (345320-18-5)

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1039/b108399f

upstream raw materials:

benzyl bromide

isopropyl β-D-thiogalactopyranoside

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate

2-propanethiol

Downstream raw materials:

methyl O-[2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->4)]-3-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->6)-3-O-benzyl-1,2-O-isopropylidene-α-D-galactofuranose

n-dodecanyl β-D-galactopyranoside

hexyl β-D-galactopyranoside