Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 313479-75-3
• Molecular Formula: C₁₉H₂₄N₄O₇
• Molecular Weight: 420.422
• Mol file: 313479-75-3.mol

Synonyms:Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester

There total 1 articles about Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester 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: 67.0%

allyl 2-acetamido-3-O-acetyl-6-azido-4-O-benzyl-2-deoxy-α-D-glucopyranoside (251324-21-7) → Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester (313479-75-3) + carboxymethyl 2-acetamido-3-O-acetyl-6-azido-4-O-benzyl-2-deoxy-α-D-glucopyranoside (251324-22-8)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; at 20 ℃; for 2h;

DOI:10.1021/jo001183a

Reference yield: 86.0%

Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester (313479-75-3) → carboxymethyl 2-acetamido-3-O-acetyl-6-azido-4-O-benzyl-2-deoxy-α-D-glucopyranoside (251324-22-8)

Guidance literature:

With jones reagent; In acetone; for 0.5h; sonication;

DOI:10.1021/jo001183a

Reference yield:

Acetic acid (2S,3R,4R,5R,6R)-3-acetylamino-6-azidomethyl-5-benzyloxy-2-(2-oxo-ethoxy)-tetrahydro-pyran-4-yl ester (313479-75-3) → carboxymethyl 2-acetamido-6-azido-4-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Jones reagent / acetone / 0.5 h / sonication

2: 83 percent / sodium methoxide / methanol / 0.75 h / 20 °C

With jones reagent; sodium methylate; In methanol; acetone; 1: Jones oxidation;

DOI:10.1021/jo001183a

upstream raw materials:

allyl 2-acetamido-3-O-acetyl-6-azido-4-O-benzyl-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

carboxymethyl 2-acetamido-3-O-acetyl-6-azido-4-O-benzyl-2-deoxy-α-D-glucopyranoside