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

Base Information

• Chemical Name: diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside
• CAS No.: 573700-77-3
• Molecular Formula: C₆₀H₇₄O₁₅
• Molecular Weight: 1035.24

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

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

Chemical Property:

Purity/Quality:

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

There total 5 articles about diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside 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: 71.0%

diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-β-D-glucopyranoside (573700-76-2) → diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside (573700-77-3)

Guidance literature:

With guanidine nitrate; In ethanol; dichloromethane; at -10 ℃; for 5h;

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

Reference yield:

1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose (92418-39-8) → diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside (573700-77-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / 3 h / 20 °C

2: 95 percent / HBr; HOAc / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 68 percent / CdCO₃ / acetonitrile / 2 h / 65 °C

4: 71 percent / guanidine / CH₂Cl₂; ethanol / 5 h / -10 °C

With cadmium(II) carbonate; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen bromide; acetic acid; guanidine nitrate; In ethanol; dichloromethane; acetonitrile;

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

Reference yield:

2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate (161007-95-0) → diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside (573700-77-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / 3 h / 20 °C

2: 95 percent / HBr; HOAc / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 68 percent / CdCO₃ / acetonitrile / 2 h / 65 °C

4: 71 percent / guanidine / CH₂Cl₂; ethanol / 5 h / -10 °C

With cadmium(II) carbonate; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen bromide; acetic acid; guanidine nitrate; In ethanol; dichloromethane; acetonitrile;

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

upstream raw materials:

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

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

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

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

Downstream raw materials:

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

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