methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside
• CAS No.: 1236054-95-7
• Molecular Formula: C₂₇H₃₄O₅S
• Molecular Weight: 470.63
• Mol file: 1236054-95-7.mol

Synonyms:methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside

Chemical Property of methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside

There total 1 articles about methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside 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: 78.0%

benzyl bromide (100-39-0) + methyl 4,6-O-cyclohexylidene-1-thio-α-D-mannopyranoside (215721-95-2) → methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside (1236054-95-7)

Guidance literature:

methyl 4,6-O-cyclohexylidene-1-thio-α-D-mannopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmc.2010.04.013

Reference yield:

methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside (1236054-95-7) + benzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside (61134-30-3) → benzyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-β-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (1236055-03-0) + benzyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (1236055-02-9)

Guidance literature:

methyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-1-thio-α-D-mannopyranoside; benzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside; With 2,6-di-tert-butyl-4-methylpyridine; In para-xylene; at 20 ℃; for 0.5h; Molecular sieve; Inert atmosphere;

With methyl trifluoromethanesulfonate; In para-xylene; at 4 - 20 ℃; optical yield given as %de; stereoselective reaction;

DOI:10.1016/j.bmc.2010.04.013

upstream raw materials:

benzyl bromide

methyl 4,6-O-cyclohexylidene-1-thio-α-D-mannopyranoside

Downstream raw materials:

benzyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-β-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

benzyl 4,6-O-cyclohexylidene-2,3-di-O-benzyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside