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

Base Information

Chemical Name:Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-α-D-mannopyranoside
CAS No.:245365-54-2
Molecular Formula:C₅₂H₆₀O₁₂S
Molecular Weight:909.107
Hs Code.:

Synonyms:Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-α-D-mannopyranoside

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Chemical Property of Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-α-D-mannopyranoside

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Technology Process of Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-α-D-mannopyranoside

There total 4 articles about Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-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: 87.0%

: 75-18-3
dimethylsulfide

: 245365-53-1
Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-α-D-mannopyranoside

: 245365-54-2
Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-α-D-mannopyranoside

Guidance literature:: With dibenzoyl peroxide; In acetonitrile; at 0 - 20 ℃; for 18h;
DOI:10.1002/(SICI)1521-3765(19990802)5:8<2281::AID-CHEM2281>3.0.CO;2-D

Reference yield:

: 130525-72-3
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 245365-54-2
Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether / 2 h / 20 °C

2: 93 percent / NaCNBH₃; 4 Angstroem molecular sieves; HCl / tetrahydrofuran; diethyl ether / 3 h

3: 87 percent / benzoyl peroxide / acetonitrile / 18 h / 0 - 20 °C

With hydrogenchloride; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium cyanoborohydride; dibenzoyl peroxide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1: Etherification / 2: Reduction / 3: Etherification;
DOI:10.1002/(SICI)1521-3765(19990802)5:8<2281::AID-CHEM2281>3.0.CO;2-D

Reference yield:

: 15038-71-8,15384-58-4,23392-29-2,40653-23-4,57539-07-8,76375-66-1,81872-62-0,86363-45-3,90639-38-6,108739-91-9,116002-34-7,130192-76-6,131433-04-0,141115-75-5,78185-83-8
methyl 2-O-benzyl-(R)-4,6-O-benzylidene-α-D-mannopyranoside

: 245365-54-2
Methyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,6-di-O-benzyl-4-O-methylthiomethyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether / 2 h / 20 °C

2: 93 percent / NaCNBH₃; 4 Angstroem molecular sieves; HCl / tetrahydrofuran; diethyl ether / 3 h

3: 87 percent / benzoyl peroxide / acetonitrile / 18 h / 0 - 20 °C

With hydrogenchloride; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium cyanoborohydride; dibenzoyl peroxide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1: Etherification / 2: Reduction / 3: Etherification;
DOI:10.1002/(SICI)1521-3765(19990802)5:8<2281::AID-CHEM2281>3.0.CO;2-D