Benzyl 2-acetamido-2-deoxy-3-O-beta fucopyranosyl-alpha-galactopyranoside

Base Information

• Chemical Name: Benzyl 2-acetamido-2-deoxy-3-O-beta fucopyranosyl-alpha-galactopyranoside
• CAS No.: 87321-98-0
• Molecular Formula: C21H31NO10
• Molecular Weight: 457.4715
• Mol file: 87321-98-0.mol

Synonyms:BADFG;

Chemical Property of Benzyl 2-acetamido-2-deoxy-3-O-beta fucopyranosyl-alpha-galactopyranoside

Chemical Property:

• Vapor Pressure: 2.62E-23mmHg at 25°C
• Boiling Point: 744.9°Cat760mmHg
• Flash Point: 404.3°C
• PSA: 170.66000
• Density: 1.43g/cm³
• LogP: -1.16100

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 2-acetamido-2-deoxy-3-O-beta fucopyranosyl-alpha-galactopyranoside

There total 17 articles about Benzyl 2-acetamido-2-deoxy-3-O-beta fucopyranosyl-alpha-galactopyranoside 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: 95.0%

Benzyl-O-(2,3,4-tri-O-benzoyl-6-desoxy-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-desoxy-α-D-galactopyranosid (141020-12-4) → Benzyl-O-(6-desoxy-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-desoxy-α-D-galactopyranosid (87321-98-0)

Guidance literature:

With sodium methylate; In methanol; for 3h;

Reference yield: 94.0%

benzyl 2-acetamido-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside (93396-84-0) → Benzyl-O-(6-desoxy-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-desoxy-α-D-galactopyranosid (87321-98-0)

Guidance literature:

With methanol; Amberlyst A-26 anion exchange resin; for 5h; Ambient temperature;

DOI:10.1016/0008-6215(84)85247-7

Reference yield:

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (3554-91-4) → Benzyl-O-(6-desoxy-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-desoxy-α-D-galactopyranosid (87321-98-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / mercuric cyanide / nitromethane; benzene / 40 h / Ambient temperature

2: 64 percent / 60 percent aq. acetic acid / 0.5 h / 98 °C

3: 94 percent / Amberlyst A-26 (1-)> anion exchange resin, methanol / 5 h / Ambient temperature

With methanol; Amberlyst A-26 anion exchange resin; mercury(II) cyanide; acetic acid; In nitromethane; benzene;

DOI:10.1016/0008-6215(84)85247-7

upstream raw materials:

Benzyl-O-(2,3,4-tri-O-benzoyl-6-desoxy-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-acetyl-2-desoxy-α-D-galactopyranosid

benzyl 2-acetamido-2-deoxy-3-O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-α-D-galactopyranoside

Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

2,3,4-tri-O-acetyl-D-fucopyranosyl bromide

Refernces

• 1、 Piskorz,Abbas,Matta. "Synthesis of benzyl 2-acetamido-2-deoxy-3-O-beta-D-fucopyranosyl-alpha-D-galactopyranoside and benzyl 2-acetamido-6-O-(2-acetamido-2-deoxy-beta- D-glucopyranosyl)-2-deoxy-3-O-beta-D-fucopyranosyl-alpha-D- galactopyranoside.". . p. 257 - 263. Retrieved 2007/10/02.