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

Base Information

Chemical Name:allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-2-O-benzoyl-α-L-rhamnopyranoside
CAS No.:497182-23-7
Molecular Formula:C₅₀H₅₄O₁₁
Molecular Weight:830.972
Hs Code.:

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

There total 4 articles about allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-2-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: 87.0%

: 707-07-3
orthobenzoic acid trimethyl ester

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

: 497182-23-7
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-2-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: orthobenzoic acid trimethyl ester; allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-α-L-rhamnopyranoside; With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 2h;

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.833333h;
DOI:10.1016/S0957-4166(02)00580-3

Reference yield:

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

: 497182-23-7
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-2-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 73 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 3 h / -78 - -55 °C

2.1: 80 percent aq. AcOH / 4.5 h / 70 °C

3.1: CSA / CH₂Cl₂ / 2 h / 20 °C

3.2: 87 percent / 50 percent aq. TFA / CH₂Cl₂ / 0.83 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(02)00580-3

Reference yield:

: 90357-89-4
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate

: 497182-23-7
allyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-4)-2-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 73 percent / TMSOTf / diethyl ether; CH₂Cl₂ / 3 h / -78 - -55 °C

2.1: 80 percent aq. AcOH / 4.5 h / 70 °C

3.1: CSA / CH₂Cl₂ / 2 h / 20 °C

3.2: 87 percent / 50 percent aq. TFA / CH₂Cl₂ / 0.83 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(02)00580-3