methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside

Base Information

• Chemical Name: methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside
• CAS No.: 83030-02-8
• Molecular Formula: C₂₆H₃₀N₆O₁₀S
• Molecular Weight: 618.624
• Mol file: 83030-02-8.mol

Synonyms:methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside

Chemical Property of methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside

There total 14 articles about methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside 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: 97.0%

Benzoic acid (3R,4R,5R,6S)-5-azido-6-((3R,4R,5R,6S)-5-azido-4-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-4-hydroxy-tetrahydro-pyran-3-yl ester (109200-43-3) + methanesulfonyl chloride (124-63-0) → methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside (83030-02-8)

Guidance literature:

In pyridine;

DOI:10.1246/bcsj.59.3137

Reference yield:

methyl 2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside (83030-01-7) → methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside (83030-02-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) silver perchlorate, 2,4,6-trimethylpyridine, Drierite / 1.) nitromethane, -10 degC, 1 h; 2.) nitromethane, -10 degC, 60 h

2: sodium methoxide / methanol

3: 61 percent / triethylamine / acetone / 18 h / Ambient temperature

4: 97 percent / pyridine

With 2,4,6-trimethyl-pyridine; calcium sulfate; sodium methylate; silver perchlorate; triethylamine; In pyridine; methanol; acetone;

DOI:10.1246/bcsj.59.3137

Reference yield:

3,4-di-O-acetyl-2-azido-2-deoxy-α-D-xylopyranosyl chloride (83022-09-7) → methyl 2-azido-4-O-(2-azido-4-O-benzoyl-2-deoxy-3-O-methylsulfonyl-β-D-xylopyranosyl)-3-O-benzoyl-2-deoxy-α-D-xylopyranoside (83030-02-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) silver perchlorate, 2,4,6-trimethylpyridine, Drierite / 1.) nitromethane, -10 degC, 1 h; 2.) nitromethane, -10 degC, 60 h

2: sodium methoxide / methanol

3: 61 percent / triethylamine / acetone / 18 h / Ambient temperature

4: 97 percent / pyridine

With 2,4,6-trimethyl-pyridine; calcium sulfate; sodium methylate; silver perchlorate; triethylamine; In pyridine; methanol; acetone;

DOI:10.1246/bcsj.59.3137

upstream raw materials:

Benzoic acid (3R,4R,5R,6S)-5-azido-6-((3R,4R,5R,6S)-5-azido-4-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-4-hydroxy-tetrahydro-pyran-3-yl ester

methanesulfonyl chloride

methyl 2-azido-3-O-benzyl-2-deoxy-α-D-xylopyranoside

3,4-di-O-acetyl-2-azido-2-deoxy-α-D-xylopyranosyl chloride

Downstream raw materials:

Benzoic acid (3R,4R,5R,6S)-5-amino-6-((3R,4R,5R,6S)-5-amino-4-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-4-methanesulfonyloxy-tetrahydro-pyran-3-yl ester

methyl 2-amino-4-O-(4-O-benzoyl-2,3-dideoxy-2,3-epimino-β-D-ribopyranosyl)-3-O-benzyl-α-D-xylopyranoside