benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

Base Information

Chemical Name:benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside
CAS No.:195063-76-4
Molecular Formula:C₅₁H₄₈O₁₇
Molecular Weight:932.932
Hs Code.:

Synonyms:benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

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Chemical Property of benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

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Technology Process of benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

There total 4 articles about benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-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: 100.0%

: 195063-75-3
(2S,4aR,6S,7R,8S,8aR)-7-Benzoyloxy-6-benzyloxy-8-[(2S,3R,4S,5R,6R)-3,5-bis-benzoyloxy-6-benzoyloxymethyl-4-(2-chloro-acetoxy)-tetrahydro-pyran-2-yloxy]-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

: 195063-76-4
benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

Guidance literature:: With thiourea; In methanol; dichloromethane; at 60 ℃; for 19h;
DOI:10.1002/prac.19973390196

Reference yield:

: 72076-17-6
1,2,4,6-tetra-O-benzoyl-β-D-glucopyranoside

: 195063-76-4
benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / NaHCO₃ / dimethylformamide / 2 h / Ambient temperature

2: 93 percent / 30percent HBr / acetic acid; CH₂Cl₂ / 1.5 h / Ambient temperature

3: 85 percent / AgOTf, molecular sieves 3 Angstroem, 2,4,6-trimethylpyridine / CH₂Cl₂ / 0.58 h / Ambient temperature

4: 100 percent / thiourea / methanol; CH₂Cl₂ / 19 h / 60 °C

With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; sodium hydrogencarbonate; thiourea; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/prac.19973390196

Reference yield:

: 30572-03-3
1,2,4,6-tetra-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranoside

: 195063-76-4
benzyl O-(2,4,6-tri-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-<(S)-1-methoxycarbonyl(ethylidene)>-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / 30percent HBr / acetic acid; CH₂Cl₂ / 1.5 h / Ambient temperature

2: 85 percent / AgOTf, molecular sieves 3 Angstroem, 2,4,6-trimethylpyridine / CH₂Cl₂ / 0.58 h / Ambient temperature

3: 100 percent / thiourea / methanol; CH₂Cl₂ / 19 h / 60 °C

With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; thiourea; In methanol; dichloromethane; acetic acid;
DOI:10.1002/prac.19973390196