(3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester
• CAS No.: 896463-13-1
• Molecular Formula: C₂₃H₃₂N₂O₆
• Molecular Weight: 432.517

Synonyms:(3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester

Chemical Property of (3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester

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Technology Process of (3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester

There total 2 articles about (3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl 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: 80.0%

(3R,4R,7R,10S)-3-amino-1-aza-2-oxo-4-hydroxymethyl-bicyclo[5.3.0]decanecarboxylic acid tert-butyl ester (851544-52-0) + benzyl chloroformate (501-53-1,94274-21-2) → (3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester (896463-13-1)

Guidance literature:

With TEA; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.tetlet.2006.03.149

Reference yield: 60.0%

→ (3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester (896463-13-1)

Guidance literature:

Reference yield:

(3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-hydroxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester (896463-13-1) + methanesulfonyl chloride (124-63-0) → (3S,6R,7R,9aR)-6-Benzyloxycarbonylamino-7-methanesulfonyloxymethyl-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester

Guidance literature:

With TEA; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1016/j.tetlet.2006.03.149

upstream raw materials:

(3R,4R,7R,10S)-3-amino-1-aza-2-oxo-4-hydroxymethyl-bicyclo[5.3.0]decanecarboxylic acid tert-butyl ester

benzyl chloroformate

Downstream raw materials:

(3S,6R,7S,9aR)-7-Azidomethyl-6-benzyloxycarbonylamino-5-oxo-octahydro-pyrrolo[1,2-a]azepine-3-carboxylic acid tert-butyl ester

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