1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose

Base Information

• Chemical Name: 1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose
• CAS No.: 118545-31-6
• Molecular Formula: C₆₁H₅₀O₁₇
• Molecular Weight: 1055.06

Synonyms:1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose

Chemical Property of 1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose

Chemical Property:

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Technology Process of 1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose

There total 7 articles about 1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose 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%

1,2,3-tri-O-benzoyl-α-L-rhamnopyranose (85451-17-8) + 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl 1-piperidinecarbodithioate (134296-57-4) → 1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose (118545-31-6)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; methyl trifluoromethanesulfonate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(91)84154-7

Reference yield: 82.0%

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside (104707-00-8) + 1,2,3-tri-O-benzoyl-α-L-rhamnopyranose (85451-17-8) → 1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose (118545-31-6)

Guidance literature:

With methylsulfenyl bromide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 0.666667h;

DOI:10.1016/0008-6215(88)85071-7

Reference yield:

β-D-glucopyranosyl 1-piperidinecarbodithioate (134296-56-3) → 1,2,3-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranose (118545-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 0 °C

2: 90 percent / MeOSO₂CF₃, 2,6-di-tert-butylpyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; 2,6-di-tert-butyl-pyridine; methyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/0008-6215(91)84154-7

upstream raw materials:

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

1,2,3-tri-O-benzoyl-α-L-rhamnopyranose

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl 1-piperidinecarbodithioate

2,3,4,6-tetra-O-benzoylglucosyl bromide

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