p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 1352279-60-7
• Molecular Formula: C₃₄H₄₂O₁₄
• Molecular Weight: 674.699
• Mol file: 1352279-60-7.mol

Synonyms:p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

Chemical Property of p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

There total 1 articles about p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 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: 77.0%

p-methoxyphenyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside (870543-37-6) + 2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate (113893-72-4) → p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside (1352279-60-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201101021

Reference yield: 87.0%

p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside (1352279-60-7) → (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranose

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201101021

Reference yield:

p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside (1352279-60-7) → benzyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4,6-di-O-benzyl-β-D-galactopyranoside (1352279-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium cerium (IV) nitrate / water; acetonitrile / 2 h / 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere

With ammonium cerium (IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetonitrile;

DOI:10.1002/ejoc.201101021

upstream raw materials:

p-methoxyphenyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

Downstream raw materials:

benzyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4,6-di-O-benzyl-β-D-galactopyranoside

(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate