4-Methoxyphenyl 2-azido-2-deoxy-4,6-O-[(S)-phenylmethylene]-beta-D-galactopyranoside

Base Information

• Chemical Name: 4-Methoxyphenyl 2-azido-2-deoxy-4,6-O-[(S)-phenylmethylene]-beta-D-galactopyranoside
• CAS No.: 1340541-47-0
• Molecular Formula: C20H21N3O6
• Molecular Weight: 0
• Mol file: 1340541-47-0.mol

Synonyms:4-Methoxyphenyl 2-azido-2-deoxy-4,6-O-[(S)-phenylmethylene]-beta-D-galactopyranoside

Chemical Property of 4-Methoxyphenyl 2-azido-2-deoxy-4,6-O-[(S)-phenylmethylene]-beta-D-galactopyranoside

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Methoxyphenyl 2-azido-2-deoxy-4,6-O-[(S)-phenylmethylene]-beta-D-galactopyranoside

There total 33 articles about 4-Methoxyphenyl 2-azido-2-deoxy-4,6-O-[(S)-phenylmethylene]-beta-D-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%

2-(acetoxymethyl)-5-azido-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate (1139852-98-4) + p-Anisaldehyde dimethyl acetal (2186-92-7) → 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (1340541-47-0)

Guidance literature:

2-(acetoxymethyl)-5-azido-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate; With methanol; sodium; for 2h; Cooling with ice;

p-Anisaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In acetonitrile; at 80 ℃; for 8h;

Reference yield: 91.0%

benzaldehyde dimethyl acetal (1125-88-8) + 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranoside (1259298-28-6) → p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-azido-α-D-glucopyranoside (1340541-47-0)

Guidance literature:

4-methoxyphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranoside; With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

benzaldehyde dimethyl acetal; With (1S)-10-camphorsulfonic acid; In N,N-dimethyl-formamide; at 60 - 65 ℃; for 10h; Inert atmosphere;

DOI:10.1021/acs.joc.6b01723

Reference yield: 80.0%

benzaldehyde dimethyl acetal (1125-88-8) + p-methoxyphenyl 2-azido-2-deoxy-α-D-glucopyranoside → C20H21N3O6 (1340541-47-0)

Guidance literature:

camphorsulfonic acid; In toluene; at 20 ℃; for 2h;

upstream raw materials:

benzaldehyde dimethyl acetal

p-Anisaldehyde dimethyl acetal

4-methoxyphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranoside

D-glucosamine hydrochloride

Downstream raw materials:

C₂₇H₂₉N₃O₆