219841-93-7

Basic information

• Product Name: 2-Pyrrolidineacetic acid, 3-oxo-1-[(phenylmethoxy)carbonyl]-, ethyl ester
• Synonyms: 2-Pyrrolidineacetic acid, 3-oxo-1-[(phenylmethoxy)carbonyl]-, ethyl ester;Ethyl 3-oxo-1-[(phenylmethoxy)carbonyl]- 2-pyrrolidineacetate;benzyl 2-((ethoxycarbonyl)methyl)-3-oxopyrrolidine-1-carboxylate;1-N-Cbz-2-ethoxycarbonylmethyl-3-oxo-pyrrolidine
• CAS NO: 219841-93-7
• Molecular Formula: C₁₆H₁₉NO₅
• Molecular Weight: 305.33
• Mol File: 219841-93-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 443.6±40.0 °C(Predicted)
• Appearance: /
• Density: 1.227±0.06 g/cm3(Predicted)
• PKA: -2.59±0.40(Predicted)
• CAS DataBase Reference: 2-Pyrrolidineacetic acid, 3-oxo-1-[(phenylmethoxy)carbonyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidineacetic acid, 3-oxo-1-[(phenylmethoxy)carbonyl]-, ethyl ester(219841-93-7)
• EPA Substance Registry System: 2-Pyrrolidineacetic acid, 3-oxo-1-[(phenylmethoxy)carbonyl]-, ethyl ester(219841-93-7)

Safety Data

• Hazardous Substances Data: 219841-93-7(Hazardous Substances Data)

Upstream product

• 161617-96-5 3-Benzyloxycarbonylamino-propionic acid ethyl ester 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1254360-84-3 benzyl 3-oxo-4,4a,6,7-tetrahydro-2H-pyrrolo[3,2-c]pyridazine-5(3H)-carboxylate 
• 95456-65-8 (3aR,6aR)-2-Oxo-hexahydro-furo[3,2-b]pyrrole-4-carboxylic acid benzyl ester 

Relevant articles and documents

Synthesis of (+/-) - oxohexahydrofuro[3,2-b]pyrroles (pyrrolidine-trans-lactones) via a reduction - Alkylation protocol

A synthesis of pyrrolidine-trans-lactones is described commencing from 1-(benzyloxycarbonyl)-3-oxo-2-pyrrolidineacetic acid ethyl ester. cis-Reduction of the oxo-pyrrolidine followed by hydroxyl inversion with benzoic acid in a Mitsunobu reaction gave the trans-benzoate ester which was converted into its corresponding silyl ether. After allylation α to ethyl ester, silyl deprotection, saponification and trans-lactonisation gave pyrrolidine-trans-lactones. Stereoselective allylation of trans-1-(benzyloxycarbonyl)- 3-hydroxy-2-pyrrolidine-acetic acid ethyl ester is feasible to give predominantly the desired diastereomer.