methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)>-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)>-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:114244-14-3
Molecular Formula:C₅₅H₅₀O₁₅S
Molecular Weight:983.059
Hs Code.:

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

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

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

There total 10 articles about methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)>-2-O-benzoyl-4-O-benzyl-1-thio-β-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: 91.0%

: 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

: 114244-14-3
methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)>-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; In diethyl ether; dichloromethane; at 0 ℃; for 30h;
DOI:10.1016/0008-6215(87)80137-4

Reference yield:

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

: 114244-14-3
methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)>-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / silver triflate, 4 Angstroem molecular sieves, 2,4,6-trimethylpyridine / toluene; CH₂Cl₂ / -40 °C

2: 91 percent / aluminium chloride, borane-trimethylamine, 4 Angstroem molecular sieves / diethyl ether; CH₂Cl₂ / 30 h / 0 °C

With 2,4,6-trimethyl-pyridine; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane; toluene;
DOI:10.1016/0008-6215(87)80137-4

Reference yield:

: 19879-84-6
tetraacetyl thioglucose

: 114244-14-3
methyl O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)>-2-O-benzoyl-4-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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

6: 91 percent / aluminium chloride, borane-trimethylamine, 4 Angstroem molecular sieves / diethyl ether; CH₂Cl₂ / 30 h / 0 °C

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