1,2-Pyrrolidinedicarboxylic acid, 3-phenyl-, 1-(1,1-dimethylethyl) ester, (2S,3R)-

Base Information

• Chemical Name: 1,2-Pyrrolidinedicarboxylic acid, 3-phenyl-, 1-(1,1-dimethylethyl) ester, (2S,3R)-
• CAS No.: 123724-21-0
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.347
• Mol file: 123724-21-0.mol

Synonyms:

Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 3-phenyl-, 1-(1,1-dimethylethyl) ester, (2S,3R)-

Chemical Property:

Purity/Quality:

95-99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 3-phenyl-, 1-(1,1-dimethylethyl) ester, (2S,3R)-

There total 30 articles about 1,2-Pyrrolidinedicarboxylic acid, 3-phenyl-, 1-(1,1-dimethylethyl) ester, (2S,3R)- 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: 97.0%

methyl (2S,3R)-N-(tert-butoxycarbonyl)-β-phenylprolinate (212612-57-2) → (2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid (123724-21-0,210420-48-7,149252-59-5)

Guidance literature:

methyl (2S,3R)-N-(tert-butoxycarbonyl)-β-phenylprolinate; With water; lithium hydroxide; In methanol; at 20 ℃; for 24h;

With hydrogenchloride; citric acid; In water;

DOI:10.1002/chir.22101

Reference yield: 89.0%

tert-butyl (2S,3R)-2-formyl-3-phenyl-pyrrolidine-1-carboxylate → (2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid (123724-21-0,210420-48-7,149252-59-5)

Guidance literature:

With sodium chlorite; disodium hydrogenphosphate; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; for 0.5h; Cooling with ice;

Reference yield: 87.9%

tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate (700367-14-2) → (2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid (123724-21-0,210420-48-7,149252-59-5)

Guidance literature:

With sodium hypochlorite; sodium chlorite; disodium hydrogenphosphate; sodium dihydrogenphosphate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In acetonitrile; at 35 - 40 ℃; for 0.5h; Inert atmosphere;

upstream raw materials:

di-tert-butyl dicarbonate

(2R,3S)-1-Acetyl-3-phenyl-pyrrolidine-2-carboxylic acid ((S)-1-phenyl-ethyl)-amide

(2S,3R)-1-Acetyl-3-phenyl-pyrrolidine-2-carboxylic acid ((S)-1-phenyl-ethyl)-amide

tert-butyl (2R,3R)-2-(hydroxymethyl)-3-phenylpyrrolidine-1-carboxylate

Downstream raw materials:

(-)-(R)-3-Phenylpyrrolidine

(2S,3R)-3-phenyl-pyrrolidine-2-carboxylic acid

3,3,3-Trifluoro-2-methoxy-2-phenyl-1-((R)-3-phenyl-pyrrolidin-1-yl)-propan-1-one

(2S)-2-allylcarbamoyl-(3R)-3-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester