(2R,6R,7R)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (2R,6R,7R)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester
• CAS No.: 91177-35-4
• Molecular Formula: C₂₁H₂₀N₂O₄
• Molecular Weight: 364.401

Synonyms:(2R,6R,7R)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

Chemical Property of (2R,6R,7R)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

Chemical Property:

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Technology Process of (2R,6R,7R)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

There total 6 articles about (2R,6R,7R)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl 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: 82.0%

C22H20N2O4S (116343-68-1,124871-01-8) → (2R,6R,7S)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (77015-29-3,91177-35-4,96895-68-0,107034-62-8)

Guidance literature:

With hydrogenchloride; borane pyridine; In methanol; at 15 - 17 ℃; for 2h;

Reference yield:

(6R,7S)-7-(2,2-Dichloro-vinylamino)-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester → (2R,6R,7S)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (77015-29-3,91177-35-4,96895-68-0,107034-62-8)

Guidance literature:

With hydrogenchloride; In acetonitrile; at 0 ℃; for 2.5h; Yield given;

DOI:10.1016/S0040-4039(01)80812-1

Reference yield:

(2R,6R,7R)-7-Amino-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (68314-03-4) → (2R,6R,7S)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester (77015-29-3,91177-35-4,96895-68-0,107034-62-8)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; at 0 ℃; for 3h; pH 3;

upstream raw materials:

(2R,6R,7R)-7-Amino-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

C₂₂H₂₀N₂O₄S

(R)-7-[(Z)-2,2-Dichloro-vinylimino]-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

(6R,7R)-3-Methylene-8-oxo-7-[2,2,2-trichloro-eth-(E)-ylideneamino]-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

Downstream raw materials:

C₂₂H₂₀N₂O₄S

(6R,7R)-3-Methylene-8-oxo-7-[2,2,2-trichloro-eth-(E)-ylideneamino]-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

(2R,6R,7R)-3-Methylene-8-oxo-7-[2,2,2-trichloro-eth-(E)-ylideneamino]-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

(2R,6R,7S)-7-Amino-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

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