(2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.0^2,4]nonane-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.0^2,4]nonane-2-carboxylic acid tert-butyl ester
• CAS No.: 72730-09-7
• Molecular Formula: C₂₁H₂₄Cl₂N₂O₆
• Molecular Weight: 471.337

Synonyms:

Chemical Property of (2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.0^2,4]nonane-2-carboxylic acid tert-butyl ester

Chemical Property:

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Useful:

Technology Process of (2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.0^2,4]nonane-2-carboxylic acid tert-butyl ester

There total 2 articles about (2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.0^2,4]nonane-2-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:

(6R)-3-methyl-8-oxo-7t-tritylamino-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester (65531-38-6) → (2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.02,4]nonane-2-carboxylic acid tert-butyl ester (72730-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA / tetrahydrofuran

2: (i) TsOH*H₂O, MeOH, (ii) /BRN= 607585/, Et₃N, CH₂Cl₂

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/P19790002268

Reference yield:

(2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-tritylamino-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.02,4]nonane-2-carboxylic acid tert-butyl ester (72730-08-6) + Phenoxyacetyl chloride (701-99-5) → (2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.02,4]nonane-2-carboxylic acid tert-butyl ester (72730-09-7)

Guidance literature:

Multistep reaction; (i) TsOH*H₂O, MeOH, (ii) /BRN= 607585/, Et₃N, CH₂Cl₂;

DOI:10.1039/P19790002268

Reference yield:

(2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.02,4]nonane-2-carboxylic acid tert-butyl ester (72730-09-7) → (2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.02,4]nonane-2-carboxylic acid (72730-11-1)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1039/P19790002268

upstream raw materials:

(2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-tritylamino-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.0^2,4]nonane-2-carboxylic acid tert-butyl ester

Phenoxyacetyl chloride

(6R)-3-methyl-8-oxo-7t-tritylamino-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

Downstream raw materials:

(2Ξ,7R)-3,3-dichloro-4-methyl-9-oxo-8t'-(2-phenoxy-acetylamino)-(2rH,4cH,7r'H)-6-oxa-1-aza-tricyclo[5.2.0.0^2,4]nonane-2-carboxylic acid

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