Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid

Base Information

• Chemical Name: Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid
• CAS No.: 88493-96-3
• Molecular Formula: C₆₉H₇₆O₁₄
• Molecular Weight: 1129.35
• Mol file: 88493-96-3.mol

Synonyms:

Chemical Property of Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid

There total 6 articles about Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid 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: 96.0%

acetic anhydride (108-24-7) + Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid (88493-95-2) → Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid (88493-96-3)

Guidance literature:

With pyridine; for 6h; Ambient temperature;

DOI:10.1016/0008-6215(83)88004-5

Reference yield:

benzyl 3,4-di-O-benzyl-α-L-rhamnopyranoside (62774-10-1) → Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid (88493-96-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / silver silicate, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h

2: 92 percent / 1 M sodium methoxide / methanol / 6 h / Ambient temperature

3: 66 percent / silver silicate, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 24 h / Ambient temperature

4: 69.5 percent / sodium acetate, PdCl₂ / acetic acid; H₂O / 24 h

5: 96 percent / pyridine / 6 h / Ambient temperature

With pyridine; silver silicate; 4 A molecular sieve; sodium methylate; sodium acetate; palladium dichloride; In methanol; dichloromethane; water; acetic acid; toluene;

DOI:10.1016/0008-6215(83)88004-5

Reference yield:

4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide (86449-21-0) → Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(2-O-acetyl-3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid (88493-96-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / silver silicate, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h

2: 92 percent / 1 M sodium methoxide / methanol / 6 h / Ambient temperature

3: 66 percent / silver silicate, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 24 h / Ambient temperature

4: 69.5 percent / sodium acetate, PdCl₂ / acetic acid; H₂O / 24 h

5: 96 percent / pyridine / 6 h / Ambient temperature

With pyridine; silver silicate; 4 A molecular sieve; sodium methylate; sodium acetate; palladium dichloride; In methanol; dichloromethane; water; acetic acid; toluene;

DOI:10.1016/0008-6215(83)88004-5

upstream raw materials:

acetic anhydride

Benzyl O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-(1->4)-O-(3-O-benzyl-β-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranosid

benzyl 3,4-di-O-benzyl-α-L-rhamnopyranoside

4-O-acetyl-2-O-allyl-3-O-benzyl-α-L-rhamnopyranosyl bromide