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

Base Information

• Chemical Name: 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate
• CAS No.: 432519-15-8
• Molecular Formula: C₄₄H₄₀Cl₃NO₁₄
• Molecular Weight: 913.159

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

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

There total 6 articles about 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-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->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (432519-15-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 3h;

DOI:10.1016/S0008-6215(01)00330-5

Reference yield:

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate (161007-95-0) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (432519-15-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 40 percent / TMSOTf / CH₂Cl₂ / 2 h

2: 92 percent / pyridine / 2 h / 20 °C

3: PdCl₂ / methanol / 2 h

4: 3.1 g / 1,8-diazabicyclo[5.4.0]undecene / CH₂Cl₂ / 3 h

With 1,8-diaza-bicyclo[5.4.0]undecene; trimethylsilyl trifluoromethanesulfonate; palladium dichloride; In pyridine; methanol; dichloromethane;

DOI:10.1016/j.carres.2004.03.027

Reference yield:

allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside (737766-90-4) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (432519-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1: PdCl₂ / methanol / 2 h

2: 3.1 g / 1,8-diazabicyclo[5.4.0]undecene / CH₂Cl₂ / 3 h

With 1,8-diaza-bicyclo[5.4.0]undecene; palladium dichloride; In methanol; dichloromethane;

DOI:10.1016/j.carres.2004.03.027

upstream raw materials:

trichloroacetonitrile

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate

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

Downstream raw materials:

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

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

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