2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Base Information

Chemical Name:2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside
CAS No.:862898-13-3
Molecular Formula:C₅₂H₆₂O₂₇S
Molecular Weight:1151.11
Hs Code.:

Synonyms:2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

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Chemical Property of 2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

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Technology Process of 2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

There total 5 articles about 2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-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%

: 862898-12-2
2-bromoethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

: 10387-40-3
potassium thioacetate

: 862898-13-3
2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: In butanone; for 3h; Heating;
DOI:10.1039/b503843j

Reference yield:

: 16977-78-9,85193-55-1,86651-40-3,86651-32-3
2'-bromoethyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 862898-13-3
2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / NaOMe / methanol / 2 h / 20 °C

2: 47 percent / (S)-10-camphorsulfonic acid / acetonitrile / 2 h / 20 °C

3: 76 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.5 h

4: 87 percent / butan-2-one / 3 h / Heating

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In methanol; dichloromethane; acetonitrile; butanone;
DOI:10.1039/b503843j

Reference yield:

: 110891-64-0
2'-bromoethyl-α-D-mannopyranoside

: 862898-13-3
2-S-acetylthioethyl 3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,4-di-O-benzoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 47 percent / (S)-10-camphorsulfonic acid / acetonitrile / 2 h / 20 °C

2: 76 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.5 h

3: 87 percent / butan-2-one / 3 h / Heating

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In dichloromethane; acetonitrile; butanone;
DOI:10.1039/b503843j