138356-92-0

Basic information

• Product Name: (S)-2-N-BOC-AMINO-1-PYRROLIDIN-1-YL-PROPAN-1-ONE
• Synonyms: (S)-tert-Butyl (1-oxo-1-(pyrrolidin-1-yl)propan-2-yl)carbaMate
• CAS NO: 138356-92-0
• Molecular Formula: C₁₂H₂₂N₂O₃
• Molecular Weight: 242.31
• Mol File: 138356-92-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 63-65 °C
• Boiling Point: 386.916°C at 760 mmHg
• Flash Point: 187.8°C
• Appearance: /
• Density: 1.088g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.489
• Storage Temp.: 2-8°C
• PKA: 11.57±0.46(Predicted)
• CAS DataBase Reference: (S)-2-N-BOC-AMINO-1-PYRROLIDIN-1-YL-PROPAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-N-BOC-AMINO-1-PYRROLIDIN-1-YL-PROPAN-1-ONE(138356-92-0)
• EPA Substance Registry System: (S)-2-N-BOC-AMINO-1-PYRROLIDIN-1-YL-PROPAN-1-ONE(138356-92-0)

Safety Data

• Hazardous Substances Data: 138356-92-0(Hazardous Substances Data)

Usage

General Description

(S)-2-N-BOC-AMINO-1-PYRROLIDIN-1-YL-PROPAN-1-ONE is a chemical compound that is commonly used in organic synthesis and medical research. It is a derivative of pyrrolidine and propanone, and is often used as a building block in the synthesis of various pharmaceuticals and biologically active molecules. The compound is known for its ability to selectively react with specific functional groups, making it a valuable tool in organic chemistry. Additionally, (S)-2-N-BOC-AMINO-1-PYRROLIDIN-1-YL-PROPAN-1-ONE has been studied for its potential therapeutic applications, particularly in the fields of neurology and psychiatric disorders. Overall, this compound is a versatile and important reagent in the fields of chemical synthesis and medicinal chemistry.

InChI:InChI=1/C12H22N2O3/c1-9(10(15)14-7-5-6-8-14)13-11(16)17-12(2,3)4/h9H,5-8H2,1-4H3,(H,13,16)/t9-/m0/s1

Upstream product

• 123-75-1 pyrrolidine 
• 15761-38-3 L-N-Boc-Ala 
• 109208-68-6 Boc-Ala-O-COO-isoBu 
• 3392-05-0 Boc-Ala-O-N-hydroxysuccinimide 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 138357-18-3 N-<1-(1-pyrrolidinyl)-2(S)-propyl>-N-methyl-N'-<(S)-α-methylbenzyl>urea 
• 138356-32-8 [2-(3,4-Dichloro-phenyl)-ethyl]-methyl-((S)-1-methyl-2-pyrrolidin-1-yl-ethyl)-amine 
• 115200-95-8 2-(3,4-Dichloro-phenyl)-N-methyl-N-((S)-1-methyl-2-pyrrolidin-1-yl-ethyl)-acetamide 

Relevant articles and documents

Cytotoxic activity of synthetic chiral amino acid derivatives

Cancer is a chronic degenerative disease considered one of the most important causes of death worldwide. In this context, a series of dual-protected amino acid derivatives was synthesized and evaluated as potential novel anticancer agents. The 40 derivatives were prepared in up to three reaction steps. The cytotoxic activities were screened in vitro against a panel of tumor and non-tumor cells using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Among the synthesized derivatives, three of them showed promising activity against cancer cells with half-maximal inhibitory concentration (IC50) ranging between 1.7-6.1 μM. The most promising derivative, bearing both a lipophilic N-alkyl diamine moiety and a protected amino acid scaffold showed a selectivity index of 3.4 towards tumor cells. The N-alkyl diamine moiety seems to play a crucial role in the enhancement of the anticancer activity. On the other hand, the incorporation of an amino acid scaffold resulted in increase in the selectivity towards cancer cell lines.

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.

Simple highly modular acyclic amine-catalyzed direct enantioselective addition of ketones to nitro-olefins

Simple, highly modular primary amino acid derivatives catalyze the direct enantioselective addition of ketones to nitro-olefins with high stereocontrol and furnish the corresponding aldol products in high yield with up to >38 : 1 dr and up to 99% ee. The