(3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid

Base Information

• Chemical Name: (3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid
• CAS No.: 1038925-08-4
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.365
• Mol file: 1038925-08-4.mol

Synonyms:(3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid

Chemical Property of (3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid

There total 10 articles about (3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-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:

[(R)-1-(biphenyl-4-yl)-methyl-2-(2,2,5-trimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-ethyl]-carbamic acid t-butyl ester (1394050-22-6) → (3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid (1038925-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / cyclopentyl methyl ether / 24 h / 0 - 20 °C / Inert atmosphere

2: 2-methyltetrahydrofuran; cyclopentyl methyl ether / 20 °C / Inert atmosphere

With hydrogenchloride; In 2-methyltetrahydrofuran; cyclopentyl methyl ether;

Reference yield:

(3R,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxo-pyrrolidine-1,3-dicarboxylic acid-1-tert-buty l ester-3-ethyl ester (1038925-06-2) + (3S,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxo-pyrrolidine-1,3-dicarboxylic acid-1-tert-buty l ester-3-ethyl ester (1038925-07-3) → (3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid (1038925-08-4) + (3S,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid (1038925-09-5)

Guidance literature:

(3R,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxo-pyrrolidine-1,3-dicarboxylic acid-1-tert-buty l ester-3-ethyl ester; (3S,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxo-pyrrolidine-1,3-dicarboxylic acid-1-tert-buty l ester-3-ethyl ester; With sodium hydroxide; In water; acetonitrile; at 0 - 20 ℃; for 22h;

With hydrogenchloride; In water;

Reference yield:

[(R)-1-(biphenyl-4-yl)-methyl-2-(2,2,5-trimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-ethyl]-carbamic acid t-butyl ester (1394050-22-6) → (3R,5R)-5-(biphenyl-4-yl)methyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid (1038925-08-4) + (3S,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxopyrrolidine-3-carboxylic acid (1038925-09-5)

Guidance literature:

With hydrogenchloride; at 0 - 23 ℃; for 24h; Overall yield = 206 g;

upstream raw materials:

(3R,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxo-pyrrolidine-1,3-dicarboxylic acid-1-tert-buty l ester-3-ethyl ester

(3S,5R)-5-biphenyl-4-ylmethyl-3-methyl-2-oxo-pyrrolidine-1,3-dicarboxylic acid-1-tert-buty l ester-3-ethyl ester

(2R)-3-(biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid

C₁₉H₁₉NO₃

Downstream raw materials:

(3R,5R)-5-biphenyl-4-ylmethyl-1-(2,2-dimethylpropionyl)-3-methyl-2-oxo-pyrrolidine-3-carboxylic acid

(3S,5R)-5-biphenyl-4-ylmethyl-1-(2,2-dimethylpropionyl)-3-methyl-2-oxo-pyrrolidine-3-carboxylic acid

(3S,5S)-5-biphenyl-4-ylmethyl-3-methylpyrrolidin-2-one

(3R,5S)-5-({[1,1'-biphenyl]-4-yl}methyl)-3-methylpyrrolidin-2-one