122151-38-6

Basic information

• Product Name: 1-[(2S-)-2-Hydroxy-1-oxo-proxyl]pyrrolidine
• Synonyms: 1-[(2S-)-2-Hydroxy-1-oxo-proxyl]pyrrolidine;Pyrrolidine, 1-[(2S)-2-hydroxy-1-oxopropyl]- (9CI);(S)-2-hydroxy-1-(pyrrolidin-1-yl)propan-1-one;(S)-N,N-TetraMethylene-lactaMide;1(2S)(2-HYDROXY-1-OXOPROPYL)PYRROLIDINE;(S)-1-(pyrrolidin-1-yl)-2-hydroxypropan-1-one
• CAS NO: 122151-38-6
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18362
• EINECS: 601-833-8
• Product Categories: ACETYLGROUP
• Mol File: 122151-38-6.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 282.498°C at 760 mmHg
• Flash Point: 124.651°C
• Appearance: /
• Density: 1.142g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: 2-8°C
• PKA: 13.65±0.20(Predicted)
• CAS DataBase Reference: 1-[(2S-)-2-Hydroxy-1-oxo-proxyl]pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2S-)-2-Hydroxy-1-oxo-proxyl]pyrrolidine(122151-38-6)
• EPA Substance Registry System: 1-[(2S-)-2-Hydroxy-1-oxo-proxyl]pyrrolidine(122151-38-6)

Safety Data

• Hazardous Substances Data: 122151-38-6(Hazardous Substances Data)

Usage

General Description

The chemical "1-[(2S)-2-Hydroxy-1-oxo-proxyl]pyrrolidine" is a specific stereoisomer of a pyrrolidine derivative. Pyrrolidines are a class of organic compounds, consisting of a five-membered ring with four carbon atoms and one nitrogen atom. The hydroxy (a functional group containing one oxygen atom and one hydrogen atom) and oxo (a functional group containing one oxygen atom) functionalities indicate the presence of oxygen atoms in the compound. The compound appears to have a proxyl group - a type of stable free radical used in spin labelling - attached to a 2-hydroxy-1-oxopropane, with the described structure existing as one specific arrangement (stereoisomer). The exact properties and applications of this particular compound would be determined by more specific studies, including its possible uses in chemical research or industry.

InChI:InChI=1/C7H13NO2/c1-6(9)7(10)8-4-2-3-5-8/h6,9H,2-5H2,1H3/t6-/m0/s1

Upstream product

• 123-75-1 pyrrolidine 
• 27871-49-4 (S)-Methyl lactate 
• 79-33-4 L-Lactic acid 
• 1532548-78-9 1-(prop-2-ene-1-sulfinyl)pyrrolidine 
• 109-97-7 pyrrole 
• 687-47-8 (S)-Ethyl lactate 

Downstream Products

• 930779-79-6 (2S)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl 2-bromo-2-(4-chlorophenyl)acetate 
• 2387-23-7 1,3-Dicyclohexylurea 
• 122151-32-0 (S)-2-(benzyloxy)-1-(pyrrolidin-1-yl)propan-1-one 
• 1283147-55-6 (R)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl 2-(2-(benzyloxy)-3-methoxyphenyl)acetate 
• 1187307-97-6 (2S)-1-(pyrrolidin-1-yl)propan-2-ol 
• 566202-91-3 (1'R)-[2-(4-benzyloxybenzyloxy)-5-bromophenyl]acetic acid 1'-methyl-2'-oxo-2'-pyrrolidin-1'-ylethyl ester 

Relevant articles and documents

Asymmetric synthesis of arylpropionic acids and aryloxy acids by using lactamides as chiral auxiliaries

Two different dynamic kinetic resolution methods have been applied for the asymmetric synthesis of pharmaceutical arylpropionic acids and aryloxy acids by using amides of (S)-lactic acid as chiral auxiliaries. For arylpropionic acids the esterification mediated by dicyclohexylcarbodiimide (DCC) and 4-(dimethylamino)pyridine (DMAP) proceeds with good asymmetric induction, while for aryloxyacetic acids the keystep is a diastereoselective substitution reaction in the presence of triethylamine and n-hexylammonium iodide as additives. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

A PROCESS FOR THE MANUFACTURE OF POSACONAZOLE

The present invention discloses an improved process for the manufacture of Posaconazole, an anti-fungal agent belonging to the category of substituted Tetrahydrofuran Triazole compound. The present invention further describes preparation of formula A and formula B, the key intermediates in the preparation of Posaconazole. The invention also discloses novel intermediates that are useful in the synthesis of Posaconazole.

Preparation method of high-purity posaconazole

The invention discloses a preparation method of posaconazole, comprising: subjecting BP004b04 and oxalic acid to salt forming to obtain POE; subjecting POE and di-tert-butyl decarbonate to reaction inthe presence of a base to obtain POP, and recrystallizing POP; subjecting POP and POK o reaction in the presence of a base to obtain POR, and removing tert-butyl carbonate protecting group from POR to obtain POS; subjecting the POS to ring closing to obtain POB; subjecting the POB and POA to reaction to obtain posaconazole. Posaconazole prepared via the preparation method has the content of diastereoisomers being /=0.01%, and the overall route has high total yield.

Toward Chromanes by de Novo Construction of the Benzene Ring

The work describes three principal Diels-Alder cycloaddition approaches toward chromanes that are designed for the de novo construction of the benzene ring. This study specifically focuses on the potential exploitation in the total synthesis of chromane-bearing natural products such as cebulactam A.