76311-92-7

Basic information

• Product Name: b-oxo-1-Pyrrolidinepropanoic acid Methyl ester
• Synonyms: b-oxo-1-Pyrrolidinepropanoic acid Methyl ester
• CAS NO: 76311-92-7
• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.19372
• Mol File: 76311-92-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 110-113 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 1.160±0.06 g/cm3(Predicted)
• PKA: 14.10±0.20(Predicted)
• CAS DataBase Reference: b-oxo-1-Pyrrolidinepropanoic acid Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: b-oxo-1-Pyrrolidinepropanoic acid Methyl ester(76311-92-7)
• EPA Substance Registry System: b-oxo-1-Pyrrolidinepropanoic acid Methyl ester(76311-92-7)

Safety Data

• Hazardous Substances Data: 76311-92-7(Hazardous Substances Data)

Upstream product

• 99054-21-4 7-Azido-3-oxo-heptanoic acid methyl ester 
• 123-75-1 pyrrolidine 
• 108-59-8 malonic acid dimethyl ester 
• 37517-81-0 3-chloro-3-oxopropanoic acid methyl ester 

Downstream Products

• 1193366-14-1 3-(pyrrolidin-1-yl)-3-oxopropanamide 
• 1173290-80-6 3-(6-bromo-2-methoxy-quinolin-3-yl)-3-phenyl-2-(pyrrolidine-1-carbonyl)-propionic acid methyl ester 

Relevant articles and documents

Tetrahydro-1,3-oxazepines via Intramolecular Amination of Cyclopropylmethyl Cation

An efficient synthesis of tetrahydro-1,3-oxazepines was developed involving the regioselective intramolecular amination of cyclopropylmethyl cation. The cation was generated by the abstraction of one imidate group in bis-imidate bearing a carbocation-stabilizing substituent. Using 1,1,2,3-tetrasubstituted cyclopropane substrates, highly diastereoselective intramolecular amination to trans-tetrahydro-1,3-oxazepines was achieved. The resulting tetrahydro-1,3-oxazepines were transformed to the homoallylamine derivatives in high yields.

trans-directing ability of amide groups in cyclopropanation: Application to the asymmetric cyclopropanation of alkenes with diazo reagents bearing two carboxy groups

(Chemical Equation Presented) Highly stereoselective: A highly enantioselective (up to 97 % ee) and diastereoselective (>30:1 d.r.) Rh II-catalyzed cyclopropanation of alkenes using a diazo reagent bearing two carboxy groups is described. This new methodology exploits the powerful trans-directing ability of amides to improve enantiocontrol. Mono- and disubstituted olefins are cyclopropanated in good yields. nttl=N-1,8-naphthoyl- tert-leucine.

Synthesis of amides from esters and amines under microwave irradiation

Formamide, primary and secondary amines react with esters in the presence of potassium tert-butoxide under microwave irradiation. Substituted amides are formed in yields (generally more than 70%) much higher than under conventional heating.