methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside
CAS No.:1377765-55-3
Molecular Formula:C₆₂H₆₆O₁₀S
Molecular Weight:1003.27
Hs Code.:

Synonyms:methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

There total 3 articles about methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside 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: 86.0%

: methyl 2,3,4-tri-O-benzyl-6-S-(pyrrolidine-2,5-dione)-6-thio-α-D-glucopyranoside

: 98933-74-5,98933-75-6
tributyl-(3,4,6-tri-O-benzyl-2-deoxy-β-D-arabino-hexapyranosyl)stannane

: 1377765-55-3
methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

Guidance literature:: With potassium fluoride; bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; copper(l) chloride; In 1,4-dioxane; at 130 ℃; for 96h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jacs.8b11211

Reference yield:

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 252851-40-4
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-mercapto-α-D-glucopyranoside

: 1377765-58-6
methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

: 1377765-55-3
methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

Guidance literature:: With difluoro-phenyl-borane; In dichloromethane; at -78 - 20 ℃; for 2h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/ejoc.201200138

Reference yield:

: 441044-62-8
methyl 6-S-acetyl-2,3,4-tri-O-benzyl-6-deoxy-α-D-glucopyranoside

: 1377765-55-3
methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4,-tri-O-benzyl-6-deoxy-6-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium methylate / methanol / 1 h

1.2: 0.83 h / 0 °C / Inert atmosphere

1.3: 0.83 h / 0 °C

2.1: copper(l) chloride; bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; potassium fluoride / 1,4-dioxane / 96 h / 130 °C / Inert atmosphere

With potassium fluoride; bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; sodium methylate; copper(l) chloride; In 1,4-dioxane; methanol;
DOI:10.1021/jacs.8b11211