(3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester

Base Information

• Chemical Name: (3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester
• CAS No.: 83436-55-9
• Molecular Formula: C₁₅H₂₀N₄O₅
• Molecular Weight: 336.348

Synonyms:(3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester

Chemical Property of (3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester

There total 1 articles about (3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + benzyl chloroformate (501-53-1,94274-21-2) + ((4R,6R)-6-Azidomethyl-2-oxo-[1,3]oxazinan-4-yl)-acetic acid tert-butyl ester (83462-21-9) → (3R,5S)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester + (3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester (83436-55-9)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/ja00387a060

Reference yield:

(3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester (83436-55-9) → negamycin (33404-78-3)

Guidance literature:

Multi-step reaction with 3 steps

2: 0.25 NaOH

With sodium hydroxide;

DOI:10.1021/ja00387a060

Reference yield:

(3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-hydroxy-hexanoic acid methyl ester (83436-55-9) → (3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-(tetrahydro-pyran-2-yloxy)-hexanoic acid (81601-97-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 0.25 NaOH

With sodium hydroxide;

DOI:10.1021/ja00387a060

upstream raw materials:

diazomethane

benzyl chloroformate

((4R,6R)-6-Azidomethyl-2-oxo-[1,3]oxazinan-4-yl)-acetic acid tert-butyl ester

Downstream raw materials:

negamycin

(3R,5R)-6-Azido-3-benzyloxycarbonylamino-5-(tetrahydro-pyran-2-yloxy)-hexanoic acid

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