125139-05-1

Basic information

• Product Name: tert-butyl [(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-ylethyl]carbamate
• CAS NO: 125139-05-1
• Molecular Formula: C₁₈H₂₆N₂O₃
• Molecular Weight: 318.4106
• Mol File: 125139-05-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 502.029°C at 760 mmHg
• Flash Point: 257.418°C
• Density: 1.123g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: tert-butyl [(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-ylethyl]carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl [(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-ylethyl]carbamate(125139-05-1)
• EPA Substance Registry System: tert-butyl [(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-ylethyl]carbamate(125139-05-1)

Safety Data

• Hazardous Substances Data: 125139-05-1(Hazardous Substances Data)

Usage

General Description

Tert-butyl [(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-ylethyl]carbamate is a chemical compound with the molecular formula C21H30N2O3. It is a carbamate derivative with a tert-butyl group and a pyrrolidin-1-yl moiety, as well as a benzyl and oxo substituent. tert-butyl [(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-ylethyl]carbamate is commonly used in organic synthesis and as a reagent in chemical reactions. Tert-butyl [(1S)-1-benzyl-2-oxo-2-pyrrolidin-1-ylethyl]carbamate may also possess pharmacological properties and is employed in the development of pharmaceutical drugs. Additionally, it has potential applications in the field of medicinal chemistry for the design and synthesis of novel therapeutic agents.

Upstream product

• 123-75-1 pyrrolidine 
• 3674-06-4 Boc-Phe-ONSu 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 88463-18-7 (S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide 
• 1532548-78-9 1-(prop-2-ene-1-sulfinyl)pyrrolidine 
• 63-91-2 L-phenylalanine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 514214-66-5 (S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate 

Downstream Products

• 144646-34-4 1-(L-phenylalanyl)pyrrolidine trifluoroacetate 
• 869377-95-7 (S)-tert-butyl 1-phenyl-3-(pyrrolidin-1-yl)propan-2-ylcarbamate 
• 56414-89-2 L-phenylalanine N¹,N¹-(tetramethylene)amide 
• 200267-75-0 (+)-(S)-2-amino-1-phenyl-3-(pyrrolidin-1-yl)propane 
• 137137-81-6 L-Phe-Pyrr*HCl 

Relevant articles and documents

An Efficient Greener Approach for N-acylation of Amines in Water Using Benzotriazole Chemistry

A straightforward, mild and cost-efficient synthesis of various arylamides in water was accomplished using versatile benzotriazole chemistry. Acylation of various amines was achieved in water at room temperature as well as under microwave irradiation. The developed protocol unfolds the synthesis of amino acid aryl amides, drug conjugates and benzimidazoles. The environmentally friendly synthesis, short reaction time, simple workup, high yields, mild conditions and free of racemization are the key advantages of this protocol.

Dual-protected amino acid derivatives as new antitubercular agents

Tuberculosis is an infectious disease with high incidence and growing drug-resistant rates. In an attempt to develop new antitubercular agents, 35 compounds were synthesized, most of them bearing a carbamate and enantiopure amino acid moiety. These compounds had their activity evaluated toward a Mycobacterium tuberculosis strain (ATCC 27294) and cytotoxicity against fibroblast MRC-5 cells (ATCC CCL-171). Three of the prepared derivatives presented a good antimicrobial inhibition and two of them a moderate cytotoxicity. The lipophilicity seems to play a vital role in the cell growth activity, with best results for the derivatives with a higher logP.

Direct synthesis of amides from carboxylic acids and amines using B(OCH2CF3)3

B(OCH2CF3)3, prepared from readily available B2O3 and 2,2,2-trifluoroethanol, is as an effective reagent for the direct amidation of a variety of carboxylic acids with a broad range of amines. In most cases, the amide products can be purified by a simple filtration procedure using commercially available resins, with no need for aqueous workup or chromatography. The amidation of N-protected amino acids with both primary and secondary amines proceeds effectively, with very low levels of racemization. B(OCH2CF3)3 can also be used for the formylation of a range of amines in good to excellent yield, via transamidation of dimethylformamide.