298716-03-7

Basic information

• Product Name: (1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid
• Synonyms: (1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid;(1R,4R)-4-(Boc-amino)cyclopent-2-enecarboxylic acid;Trans-(1R,4R)-4-Boc-aMino-2-Cyclopentene-1-carboxylic acid;(1R,4R)-N-tert-butoxycarbonyl-4-aminocyclopent-2-ene-1-carboxylic acid;(1R,4R)-4-((tert-butoxycarbonyl)amino)cyclopent-2-ene-1-carboxylicacid;2-Cyclopentene-1-carboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,4R)-
• CAS NO: 298716-03-7
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.258
• Product Categories: Chiral Compounds
• Mol File: 298716-03-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 382.3±42.0 °C(Predicted)
• Appearance: White/Crystalline Powder
• Density: 1.18±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.31±0.40(Predicted)
• CAS DataBase Reference: (1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid(298716-03-7)
• EPA Substance Registry System: (1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid(298716-03-7)

Safety Data

• Hazardous Substances Data: 298716-03-7(Hazardous Substances Data)

Usage

General Description

(1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid, also known as t-Boc-cyclopent-2-ene-1,4-dicarboxylic acid, is a compound with the molecular formula C12H17NO5. It is a derivative of cyclopent-2-ene-1,4-dicarboxylic acid, with a tert-butoxycarbonyl (t-Boc) protecting group attached to the amino group. This chemical is used in organic synthesis as a building block for the preparation of various compounds, including pharmaceuticals and agrochemicals. The t-Boc protecting group allows for selective reactions and can be removed under mild conditions, making it a useful tool in synthetic chemistry. (1R,4R)-4-(tert-butoxycarbonylamino)cyclopent-2-enecarboxylic acid is also used in the development of novel drug candidates and in research in medicinal chemistry.

Upstream product

• 229613-83-6 (–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride 
• 168683-02-1 (1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate 
• 151792-53-9 tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 79200-56-9 (-)-2-azabicyclo[2.2.1]hept-5-en-3-one 

Downstream Products

• 905580-90-7 (1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-(hydroxymethyl)-cyclopentanol 
• 905579-51-3 ((1S,2S,4R)-4-(4-(((S)-2,3-dihydro-1H-inden-1-yl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-hydroxycyclopentyl)-methyl sulfamate 

Relevant articles and documents

PRODUCTION OF TRANS-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID DERIVATIVES

Methods of producing compositions of trans-4-amino-2-cyclopentene-1-carboxylic acid derivatives are described. Also described is an amine salt of a compound having formula A, having components present in both cis and trans structures.

Use of hydrolases for the synthesis of cyclic amino acids

The synthesis of several cyclic amino acids that have all the necessary structural features to make them ideal scaffolds for use in medicinal chemistry is described. A key step in each synthesis is the use of hydrolase enzymes to define a chiral centre. I