methyl-2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-gluocopyranosyl)-1-thio-β-D-gluocopyranoside

Base Information

Chemical Name:methyl-2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-gluocopyranosyl)-1-thio-β-D-gluocopyranoside
CAS No.:114244-13-2
Molecular Formula:C₅₅H₄₈O₁₅S
Molecular Weight:981.043
Hs Code.:

Synonyms:methyl-2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-gluocopyranosyl)-1-thio-β-D-gluocopyranoside

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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-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-gluocopyranosyl)-1-thio-β-D-gluocopyranoside

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Technology Process of methyl-2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-gluocopyranosyl)-1-thio-β-D-gluocopyranoside

There total 9 articles about methyl-2-O-benzoyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-gluocopyranosyl)-1-thio-β-D-gluocopyranoside 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: 94.0%

: 98-88-4
benzoyl chloride

: 114244-20-1
methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 114244-13-2
methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; for 24h; Ambient temperature;
DOI:10.1016/0008-6215(87)80137-4

Reference yield: 81.0%

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 151123-91-0
methyl 2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 114244-13-2
methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -40 ℃;
DOI:10.1016/0008-6215(87)80137-4

Reference yield:

: 19879-84-6
tetraacetyl thioglucose

: 114244-13-2
methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / triethylamine / CH₂Cl₂ / 0.17 h / Ambient temperature

2: sodium methoxide / methanol / Ambient temperature

3: 32.6 g / p-toluenesulfonic acid monohydrate / 2.5 h / Ambient temperature

4: 55 percent / silver triflate, molecular sieves, pyridine / toluene; nitromethane; CH₂Cl₂ / -25 °C

5: 94 percent / pyridine / 24 h / Ambient temperature

With pyridine; molecular sieve; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; In methanol; nitromethane; dichloromethane; toluene;
DOI:10.1016/0008-6215(87)80137-4