(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid

Base Information

• Chemical Name: (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid
• CAS No.: 854377-20-1
• Molecular Formula: C₁₉H₂₇N₃O₈
• Molecular Weight: 425.439
• Mol file: 854377-20-1.mol

Synonyms:(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid

Chemical Property of (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid

There total 1 articles about (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid 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: 69.0%

3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)prop-1-ene (854377-19-8) → (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid (854377-20-1)

Guidance literature:

With potassium permanganate; acetic acid; In dichloromethane; water; at 20 ℃; for 24h;

DOI:10.1021/jo0502899

Reference yield: 83.0%

methyl (6'-amino-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoate (854377-24-5) + (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid (854377-20-1) → ((2R,3S,4R,5R,6R)-6-{[2-((2R,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-acetylamino]-methyl}-4-benzyloxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-acetic acid methyl ester (854377-25-6)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo0502899

Reference yield: 53.0%

(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoic acid (854377-20-1) + ((2R,3S,4R,5R,6R)-6-{[2-((2R,3S,4R,5R,6R)-6-Aminomethyl-4-benzyloxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-acetylamino]-methyl}-4-benzyloxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-acetic acid methyl ester (854377-30-3) → C58H83N5O22 (854377-32-5)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo0502899

upstream raw materials:

3-(6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)prop-1-ene

Downstream raw materials:

((2R,3S,4R,5R,6R)-6-{[2-((2R,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-acetylamino]-methyl}-4-benzyloxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-2-yl)-acetic acid methyl ester

C₅₈H₈₃N₅O₂₂

methyl (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoate

methyl (6'-amino-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxymethyl-α-D-glucopyranosyl)ethanoate