2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose

Base Information

• Chemical Name: 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose
• CAS No.: 573700-74-0
• Molecular Formula: C₄₁H₄₂O₁₇
• Molecular Weight: 806.774
• Mol file: 573700-74-0.mol

Synonyms:2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose

Chemical Property of 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose

There total 1 articles about 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose 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: 85.0%

1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose (92418-39-8) + 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate (161007-95-0) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose (573700-74-0,141990-06-9)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0008-6215(03)00004-1

Reference yield: 95.0%

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose (573700-74-0,141990-06-9) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide (573700-75-1)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/S0008-6215(03)00004-1

Reference yield:

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose (573700-74-0,141990-06-9) → diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside (573700-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / HBr; HOAc / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 68 percent / CdCO₃ / acetonitrile / 2 h / 65 °C

3: 71 percent / guanidine / CH₂Cl₂; ethanol / 5 h / -10 °C

With cadmium(II) carbonate; hydrogen bromide; acetic acid; guanidine nitrate; In ethanol; dichloromethane; acetonitrile;

DOI:10.1016/S0008-6215(03)00004-1

upstream raw materials:

1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose

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

Downstream raw materials:

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide

ophiopogonin C

diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside

diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside