BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-ALPHA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-ALPHA-D-GLUCOPYRANOSIDE
• CAS No.: 81243-70-1
• Molecular Formula: C21H31NO11
• Molecular Weight: 473.47
• Mol file: 81243-70-1.mol

Synonyms:BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-ALPHA-D-GLUCOPYRANOSIDE

Chemical Property of BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-ALPHA-D-GLUCOPYRANOSIDE

Chemical Property:

• PSA: 190.89000
• LogP: -2.18860

Purity/Quality:

97% ^*data from raw suppliers

Benzyl2-?acetamido-?2-?deoxy-?4-?O-?(b-?D-?galactopyranosyl)?-?a-?D-?glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Benzyl 2-?acetamido-?2-?deoxy-?4-?O-?(b-?D-?galactopyranosyl)?-?a-?D-?glucopyranoside is a lactosamine derivative used as a building block in oligosaccharide synthesis.

Technology Process of BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-ALPHA-D-GLUCOPYRANOSIDE

There total 3 articles about BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-ALPHA-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:

benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside (13343-62-9,347411-88-5) → benzyl 2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-α-D-glucopyranoside (81243-70-1)

Guidance literature:

With lactose Monohydrate; phosphate bufer; In acetonitrile; for 48h; Ambient temperature;

DOI:10.1021/ja952265x

Reference yield:

C29H39NO15 → benzyl 2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-α-D-glucopyranoside (81243-70-1)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 20h; pH=10;

DOI:10.1002/jlcr.3697

Reference yield:

benzyl 2-acetamido-3,6-di-O-acetyl-4-O-(tetra-O-acetyl-β-D-galactopyranosyl)-2-deoxy-α-D-glucopyranoside (50622-91-8) → benzyl 2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-α-D-glucopyranoside (81243-70-1)

Guidance literature:

de-O-acetylation;

DOI:10.1139/v82-011

upstream raw materials:

benzyl 2-acetamido-3,6-di-O-acetyl-4-O-(tetra-O-acetyl-β-D-galactopyranosyl)-2-deoxy-α-D-glucopyranoside

benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

C₆₉H₈₅NO₁₁Si₃

Refernces

• 1、 Lin, Chun-Cheng,Shimazaki, Makoto,Heck, Marie-Pierre,Aoki, Shin,Wang, Ruo,Kimura, Teiji,Ritzèn, Helena,Takayama, Shuichi,Wu, Shih-Hsiung,Weitz-Schmidt, Gabriel,Wong, Chi-Huey. "Synthesis of sialyl Lewis X mimetics and related structures using the glycosyl phosphite methodology and evaluation of E-selectin inhibition". . p. 6826 - 6840. Retrieved 2007/10/03.