benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate

Base Information

• Chemical Name: benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate
• CAS No.: 78008-84-1
• Molecular Formula: C₄₈H₅₁NO₁₀
• Molecular Weight: 801.934
• Mol file: 78008-84-1.mol

Synonyms:benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate

Chemical Property of benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate

There total 1 articles about benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate 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:

2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester (4539-78-0) + N-(tert-butoxycarbonyl)-L-phenylalanine pentachlorophenyl ester (21148-96-9) → benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate (78008-84-1) + benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate (78008-85-2)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0008-6215(00)84580-2

Reference yield: 73.0%

benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate (78008-84-1) → 1-O--β-D-glucopyranuronic acid (78008-86-3)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In 2-methoxy-ethanol; for 24h;

DOI:10.1016/S0008-6215(00)84580-2

Reference yield:

benzyl 2,3,4-tri-O-benzyl-1-O--D-glucopyranuronate (78008-84-1) → methyl 2,3,4-tri-O-acetyl-1-O-(N-acetyl-L-phenylalanyl)-β-D-glucopyranuronate (78008-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / H₂, acetic acid / palladium-on-charcoal, 10percent / 2-methoxy-ethanol / 24 h

2: 1) BF₃

With hydrogen; acetic acid; palladium on activated charcoal; boron trifluoride; In 2-methoxy-ethanol;

DOI:10.1016/S0008-6215(00)84580-2

upstream raw materials:

2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester

N-(tert-butoxycarbonyl)-L-phenylalanine pentachlorophenyl ester

Downstream raw materials:

1-O--β-D-glucopyranuronic acid

methyl 2,3,4-tri-O-acetyl-1-O-(N-acetyl-L-phenylalanyl)-β-D-glucopyranuronate