RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID

Base Information

• Chemical Name: RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID
• CAS No.: 210420-48-7
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.34
• Hs Code.: 29339900
• Mol file: 210420-48-7.mol

Synonyms:RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID;Boc-cis-DL-3-phenyl-Pro-OH;Racemic Boc-trans-3-phenyl-pyrrolidine-2-carboxylic acid;DL-BOC-cis-3-Phenyl-pyrrolidine-2-carboxylic acid

Chemical Property of RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID

Chemical Property:

• Boiling Point: 441.5±45.0 °C(Predicted)
• PKA: 3.85±0.40(Predicted)
• PSA: 66.84000
• Density: 1.196±0.06 g/cm3(Predicted)
• LogP: 2.80210

Purity/Quality:

98%min ^*data from raw suppliers

Racemic Boc-cis-3-phenyl-pyrrolidine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: DL-BOC-cis-3-Phenyl-pyrrolidine-2-carboxylic Acid is an intermediate used in the preparation of macrocyclic phenylproline-derived sandostatin mimics.

Technology Process of RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID

There total 81 articles about RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-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: 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: 95.0%

methyl (2R,3S)-N-(tert-butoxycarbonyl)-β-phenylprolinate (1426559-88-7) → (2R,3S)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid (123724-32-3,210420-48-7,149252-59-5)

Guidance literature:

methyl (2R,3S)-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;

upstream raw materials:

di-tert-butyl dicarbonate

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

3-Phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

ethyl (2R,3S)-N-tert-butoxycarbonyl-3-phenylprolinate

Downstream raw materials:

(2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid

(2R,3S)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid

Refernces

• 1、 -. "CONDENSED 5-OXAZOLIDINONE DERIVATIVE". . . Retrieved 2016/12/01.
• 2、 -. "1-(HETEROARYL CARBONYL) PROLINE DERIVATIVE". . . Retrieved 2016/10/10.