(4-PHENYLPYRROLIDIN-3-YL)CARBAMIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: (4-PHENYLPYRROLIDIN-3-YL)CARBAMIC ACID TERT-BUTYL ESTER
• CAS No.: 351360-61-7
• Molecular Formula: C₁₅H₂₂N₂O₂
• Molecular Weight: 262.352
• Hs Code.: 2933990090
• Mol file: 351360-61-7.mol

Synonyms:(4-PHENYLPYRROLIDIN-3-YL)CARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL [(3S,4R)-4-PHENYLPYRROLIDIN-3-YL]CARBAMATE;TRANS-3-N-BOC-AMINO-4-PHENYLPYRROLIDINE;trans-(+/-)(4-Phenylpyrrolidin--yl)-carbamic acid;trans-(+/-)(4-Phenylpyrrolidin-3-yl)-carbamic acid

Chemical Property of (4-PHENYLPYRROLIDIN-3-YL)CARBAMIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 1.21E-06mmHg at 25°C
• Boiling Point: 401.1oC at 760 mmHg
• PKA: 12.10±0.40(Predicted)
• Flash Point: 196.4°C
• PSA: 50.36000
• Density: 1.09g/cm³
• LogP: 2.98640
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

(4-Phenylpyrrolidin-3-yl)-carbamicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (4-Phenylpyrrolidin-3-yl)-carbamic Acid tert-Butyl Ester is used to prepare 3-amino-4-aryl-1-heteroarylpyrrolidines as inhibitors of dipeptidyl peptidase IV.

Technology Process of (4-PHENYLPYRROLIDIN-3-YL)CARBAMIC ACID TERT-BUTYL ESTER

There total 9 articles about (4-PHENYLPYRROLIDIN-3-YL)CARBAMIC ACID TERT-BUTYL 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: 78.0%

trans-( 1-benzyl-4-phenyl-pyrrolidin-3-yl)carbamic acid tert-butyl ester → tert-butyl trans-4-phenylpyrrolidin-3-ylcarbamate (351360-61-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 80 ℃; under 2896.11 - 2947.82 Torr;

Reference yield:

tert-butyl trans-1-benzyl-4-phenylpyrrolidin-3-ylcarbamate → rac tert-butyl (3RS,4SR)-4-phenylpyrrolidin-3-ylcarbamate (351360-61-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; acetic acid; at 50 ℃;

DOI:10.1016/j.bmcl.2007.07.081

Reference yield:

(±)-trans-1-benzyl-4-phenylpyrrolidin-3-amine (1096341-35-3) → rac tert-butyl (3RS,4SR)-4-phenylpyrrolidin-3-ylcarbamate (351360-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 25 °C

2: H₂ / Pd/C / ethanol; acetic acid / 50 °C

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid;

DOI:10.1016/j.bmcl.2007.07.081

upstream raw materials:

(±)-trans-1-benzyl-4-phenylpyrrolidin-3-amine

nitrostyrene

trans-1-benzyl-4-phenylpyrrolidin-3-amine

Downstream raw materials:

1-((3S,4R)-1-(cyanomethyl)-4-phenylpyrrolidin-3-yl)-3-(2-phenyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)urea

2-((3R,4S)-3-phenyl-4-(3-(2-phenyl-2,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl)ureido)pyrrolidin-1-yl)acetamide

Refernces

• 1、 Wang, Ying,Edalji, Rohinton P.,Panchal, Sanjay C.,Sun, Chaohong,Djuric, Stevan W.,Vasudevan, Anil. "Are We There Yet? Applying Thermodynamic and Kinetic Profiling on Embryonic Ectoderm Development (EED) Hit-to-Lead Program". . p. 8321 - 8335. Retrieved 2017/11/03.
• 2、 -. "PYRROLIDINYL UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS". . . Retrieved 2014/06/11.