120871-73-0

Basic information

• Product Name: tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate
• Synonyms: tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate;tert-butyl 3-oxo-4-(prop-2-en-1-yl)pyrrolidine-1-carboxylate
• CAS NO: 120871-73-0
• Molecular Formula: C₁₂H₁₉NO₃
• Molecular Weight: 225.28416
• Mol File: 120871-73-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate(120871-73-0)
• EPA Substance Registry System: tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate(120871-73-0)

Safety Data

• Hazardous Substances Data: 120871-73-0(Hazardous Substances Data)

Usage

General Description

"Tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate" is a chemical compound with a molecular formula C13H21NO3. It is a derivative of pyrrolidine and belongs to the class of organic compounds known as pyrrolidine carboxylic acid derivatives. tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals and other biologically active molecules. It is a colorless liquid with a molecular weight of 239.31 g/mol and has a boiling point of 275.5 °C. The compound possesses various potential applications in the pharmaceutical and chemical industries due to its structural properties and reactivity.

Upstream product

• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 120871-72-9 (+/-)-tert-butyl trans-4-allyl-3-hydroxypyrrolidine-1-carboxylate 
• 897043-47-9 3-allyl-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester 
• 114214-49-2 1-tert-butoxycarbonyl-3,4-epoxypyrrolidine 
• 194924-95-3 4-oxopyrrolidine-1,3-dicarboxylic acid 1-tert-butyl 3-methyl ester 
• 1374334-11-8 3-allyl 1-tert-butyl 4-oxopyrrolidine-1,3-dicarboxylate 
• 4530-20-5 BOC-glycine 

Downstream Products

• 1374334-12-9 tert-butyl (3R,4S)-3-acetamido-4-allyl-3-(tert-butylcarbamoyl)pyrrolidine-1-carboxylate 
• 120871-72-9 trans-tert-butyl 3-allyl-4-hydroxypyrrolidine-1-carboxylate 
• 1374334-12-9 (syn-racemic) tert-butyl-3-acetamido-4-allyl-3-(tert-butylcarbamoyl)pyrrolidine-1-carboxylate 
• 1374334-12-9 sin-tert-butyl 3-acetamido-4-allyl-3-(tert-butylcarbamoyl)pyrrolidine-1-carboxylate 

Relevant articles and documents

PROCESSES FOR THE PREPARATION OF ARGINASE INHIBITORS AND THEIR SYNTHETIC INTERMEDIATES

Provided herein are processes and intermediates useful for the preparation of certain compounds, including a compound of formula 21 or formula 22 or a pharmaceutically acceptable salt of either.

Discovery of N-Substituted 3-Amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic Acids as Highly Potent Third-Generation Inhibitors of Human Arginase i and II

Recent efforts to identify new highly potent arginase inhibitors have resulted in the discovery of a novel family of (3R,4S)-3-amino-4-(3-boronopropyl)pyrrolidine-3-carboxylic acid analogues with up to a 1000-fold increase in potency relative to the current standards, 2-amino-6-boronohexanoic acid (ABH) and N-hydroxy-nor-l-arginine (nor-NOHA). The lead candidate, with an N-2-amino-3-phenylpropyl substituent (NED-3238), example 43, inhibits arginase I and II with IC50 values of 1.3 and 8.1 nM, respectively. Herein, we report the design, synthesis, and structure-activity relationships for this novel series of inhibitors, along with X-ray crystallographic data for selected examples bound to human arginase II.

COMPOSITIONS AND METHODS FOR INHIBITING ARGINASE ACTIVITY

The invention relates to a novel class of compounds that exhibit activity inhibitory activity toward arginase, and pharmaceutical compositions comprising the compounds of the invention. Also provided herein are methods of treating cancer with the arginase inhibitors of the invention.