(2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC⁵,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid

Base Information

• Chemical Name: (2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC⁵,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid
• CAS No.: 41102-70-9
• Molecular Formula: C₁₈H₂₀N₄O₃S
• Molecular Weight: 372.448

Synonyms:

Chemical Property of (2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC⁵,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid

Chemical Property:

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Technology Process of (2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC⁵,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid

There total 2 articles about (2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC⁵,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid 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:

6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester (36273-76-4) → (2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC5,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid (41102-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: iPr₂NEt / 2-methyl-propan-2-ol

2: H₂

With hydrogen; N-ethyl-N,N-diisopropylamine; In tert-butyl alcohol;

DOI:10.1016/S0040-4039(01)95600-X

Reference yield:

(2R)-4ξ-cyano-3',3'-dimethyl-5ξ-(4-nitro-phenyl)-7'-oxo-(2rC5',5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid benzyl ester (41102-69-6) → (2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC5,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid (41102-70-9)

Guidance literature:

With hydrogen;

DOI:10.1016/S0040-4039(01)95600-X

upstream raw materials:

(2R)-4ξ-cyano-3',3'-dimethyl-5ξ-(4-nitro-phenyl)-7'-oxo-(2rC^5',5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid benzyl ester

6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester

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