Tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-carbamoylpyrrolidine-1-carboxylate
• CAS No.: 70138-72-6
• Molecular Formula: C10H18N2O3
• Molecular Weight: 214.265
• European Community (EC) Number: 259-189-5,672-414-5
• DSSTox Substance ID: DTXSID301185953
• Nikkaji Number: J266.900E
• Mol file: 70138-72-6.mol

Synonyms:tert-butyl 2-carbamoylpyrrolidine-1-carboxylate;54503-10-5;tert-Butyl 2-(aminocarbonyl)pyrrolidine-1-carboxylate;DL-1-Boc-prolinamide;70138-72-6;EINECS 259-189-5;D-N-Boc-Prolinamide;(R)-tert-butyl 2-carbamoylpyrrolidine-1-carboxylate;MFCD00190827;MFCD03419274;Boc-D-Pro-NH2;SCHEMBL239130;2-carbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester;PITJAAIPVBVRAO-UHFFFAOYSA-N;DTXSID301185953;AB6590;MFCD02183583;AKOS008521529;AB04528;CS-W006597;SB21918;DS-13229;SY017508;SY017524;BB 0263059;FT-0601242;FT-0653335;FT-0687374;t-butyl 2-carbamoylpyrrolidine-1-carboxylate;tert-butyl2-carbamoylpyrrolidine-1-carboxylate;tert-Butyl 2-carbamoyllpyrrolidine-1-carboxylate;tert-Butyl(2R)-2-carbamoylpyrrolidine-1-carboxylate;tert-butyl 2-(aminocarbonyl)pyrrolidine -1-carboxylate;1,1-Dimethylethyl 2-(aminocarbonyl)-1-pyrrolidinecarboxylate;2-Aminocarbonyl-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

Chemical Property:

• Melting Point: 100-102 °C
• Boiling Point: 370.1 °C at 760 mmHg
• PKA: 15.97±0.20(Predicted)
• Flash Point: 177.6 °C
• PSA: 72.63000
• Density: 1.155 g/cm³
• LogP: 1.50940
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.13174244
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-tert-Butyl 2-carbamoylpyrrolidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1C(=O)N

Technology Process of Tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

There total 1 articles about Tert-butyl 2-carbamoylpyrrolidine-1-carboxylate 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:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (S)-tert-butyl 2-carbamoylpyrrolidine-1-carboxylate (35150-07-3) + (R)-2-carbamoylpyrrolidine-1-carboxylic acid tert-butyl ester (70138-72-6)

Guidance literature:

With zirconium(IV) chloride; ammonium carbamate; In toluene; at 120 ℃; for 24h; Overall yield = 89 %; Inert atmosphere; Molecular sieve;

DOI:10.1002/adsc.201200436

Reference yield: 94.0%

(R)-2-carbamoylpyrrolidine-1-carboxylic acid tert-butyl ester (70138-72-6) → N-t-butyloxycarbonyl-D-proline thioamide (117175-41-4)

Guidance literature:

With Lawessons reagent; In dichloromethane; at 20 ℃;

Reference yield: 84.0%

(R)-2-carbamoylpyrrolidine-1-carboxylic acid tert-butyl ester (70138-72-6) → (R)-2-cyanopyrrolidine-1-carboxylic acid tert-butyl ester (228244-20-0)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In N,N-dimethyl-formamide; for 1h;

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

Downstream raw materials:

(R)-2-cyanopyrrolidine-1-carboxylic acid tert-butyl ester

(R)-prolinamide

N-t-butyloxycarbonyl-D-proline thioamide

(R)-1-(4-dodecylbenzoyl)pyrrolidine-2-carbonitrile

Refernces