Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

Base Information

Chemical Name:Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester
CAS No.:80132-54-3
Molecular Formula:C₂₁H₂₁NO₄
Molecular Weight:351.402
Hs Code.:

Synonyms:Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

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Chemical Property of Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

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Technology Process of Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

There total 8 articles about Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl 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: 94.0%

: 111803-54-4
Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-benzyloxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

: 80132-54-3
Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In 1,2-dimethoxyethane; perchloric acid; for 10h; Ambient temperature;
DOI:10.1139/v87-362

Reference yield:

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 80132-54-3
Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / pyridine / 2 h / Ambient temperature

2: 85 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 4 h / 60 °C

3: 94 percent / H₂ / 10percent palladium on charcoal / 1,2-dimethoxy-ethane; HClO₄ / 10 h / Ambient temperature

With pyridine; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; palladium on activated charcoal; In 1,2-dimethoxyethane; perchloric acid; benzene;
DOI:10.1139/v87-362

Reference yield:

: 111803-49-7
(3aR,6aS)-4-Benzyloxymethyl-3,3a,4,6a-tetrahydro-1H-cyclopenta[b]pyrrol-2-one

: 80132-54-3
Biphenyl-4-carboxylic acid (3aS,5S,6aR)-4-hydroxymethyl-2-oxo-octahydro-cyclopenta[b]pyrrol-5-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / N-bromosuccinimide, water / dimethylsulfoxide / 1 h / 10 - 20 °C

2: 71 percent / pyridine / 2 h / Ambient temperature

3: 85 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 4 h / 60 °C

4: 94 percent / H₂ / 10percent palladium on charcoal / 1,2-dimethoxy-ethane; HClO₄ / 10 h / Ambient temperature

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; hydrogen; tri-n-butyl-tin hydride; palladium on activated charcoal; In 1,2-dimethoxyethane; perchloric acid; dimethyl sulfoxide; benzene;
DOI:10.1139/v87-362