2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate
• CAS No.: 541503-04-2
• Molecular Formula: C₄₄H₄₀Cl₃NO₁₄
• Molecular Weight: 913.159

Synonyms:2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate

Chemical Property of 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate

Chemical Property:

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Technology Process of 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate

There total 2 articles about 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate 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:

trichloroacetonitrile (545-06-2) + C42H40O14 → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (541503-04-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(03)00075-9

Reference yield:

allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside (541503-03-1) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (541503-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; sodium acetate; PdCl₂ / 12 h

2: 3.90 g / DBU / CH₂Cl₂ / 2 h / 20 °C

With sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane;

DOI:10.1016/S0040-4020(03)00075-9

Reference yield: 86.0%

allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (541503-06-4) + 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (541503-04-2) → allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (541503-09-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(03)00075-9

upstream raw materials:

trichloroacetonitrile

allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Downstream raw materials:

allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

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