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

Base Information

Chemical Name:methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2-O-benzoyl-α-L-rhamnopyranoside
CAS No.:311778-89-9
Molecular Formula:C₄₈H₅₂O₁₁
Molecular Weight:804.934
Hs Code.:

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

There total 7 articles about methyl (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:

: (3aR,4R,6S,7S,7aR)-2,4-Dimethoxy-6-methyl-2-phenyl-7-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran

: 311778-89-9
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: With water; trifluoroacetic acid; In chloroform; at 0 ℃; for 0.25h;
DOI:10.1080/07328300008544123

Reference yield:

: 14133-63-2
methyl 2,3-O-isopropylidene-α-L-rhamnoside

: 311778-89-9
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 56 percent / Tf₂O / diethyl ether / 17 h / -25 - 0 °C

3: 92 percent / TFA; H₂O / CH₂Cl₂ / 3 h / 0 °C

4: CSA / CH₂Cl₂ / 1 h / 20 °C

5: 20.4 g / TFA; H₂O / CHCl₃ / 0.25 h / 0 °C

With pyridine; trifluoromethylsulfonic anhydride; camphor-10-sulfonic acid; water; trifluoroacetic acid; In diethyl ether; dichloromethane; chloroform; 1: Substitution / 2: Substitution / 3: Hydrolysis / 4: Substitution / 5: Hydrolysis;
DOI:10.1080/07328300008544123

Reference yield:

: 132201-75-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate

: 311778-89-9
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 43 percent / TMSOTf / diethyl ether / 16 h / 20 °C

2: 92 percent / TFA; H₂O / CH₂Cl₂ / 3 h / 0 °C

3: CSA / CH₂Cl₂ / 1 h / 20 °C

4: 20.4 g / TFA; H₂O / CHCl₃ / 0.25 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; water; trifluoroacetic acid; In diethyl ether; dichloromethane; chloroform; 1: Substitution / 2: Hydrolysis / 3: Substitution / 4: Hydrolysis;
DOI:10.1080/07328300008544123