allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside

Base Information

Chemical Name:allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside
CAS No.:311779-15-4
Molecular Formula:C₅₇H₅₈O₁₂
Molecular Weight:935.08
Hs Code.:

Synonyms:allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside

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Chemical Property of allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside

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Technology Process of allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside

There total 4 articles about allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside 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: 90.0%

: 98-88-4
benzoyl chloride

: 236731-58-1
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-α-L-rhamnopyranoside

: 311779-15-4
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 72h;
DOI:10.1080/07328300008544123

Reference yield:

: 100639-25-6,71695-57-3
allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 311779-15-4
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 55 percent / Tf₂O / diethyl ether / 17 h / -25 - 0 °C

3: 95 percent / AcOH; H₂O / 4 h / 60 °C

4: 90 percent / pyridine / 72 h / 20 °C

With pyridine; trifluoromethylsulfonic anhydride; water; acetic acid; In diethyl ether; dichloromethane; 1: Substitution / 2: Substitution / 3: Hydrolysis / 4: Acylation;
DOI:10.1080/07328300008544123

Reference yield:

: 311778-83-3
((3aR,4R,6S,7S,7aS)-4-Allyloxy-2,2,6-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-trimethyl-silane

: 311779-15-4
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / Tf₂O / diethyl ether / 17 h / -25 - 0 °C

2: 95 percent / AcOH; H₂O / 4 h / 60 °C

3: 90 percent / pyridine / 72 h / 20 °C

With pyridine; trifluoromethylsulfonic anhydride; water; acetic acid; In diethyl ether; 1: Substitution / 2: Hydrolysis / 3: Acylation;
DOI:10.1080/07328300008544123