233600-33-4

Basic information

• Product Name: (±)-cis-2-(Boc-aMino)-3-cyclohexene-1-carboxylic acid
• Synonyms: (±)-cis-2-(Boc-aMino)-3-cyclohexene-1-carboxylic acid;QWRRLPZJKAWOFL-DTWKUNHWSA-N
• CAS NO: 233600-33-4
• Molecular Formula: C12H19NO4
• Molecular Weight: 241.29
• Mol File: 233600-33-4.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• BRN: 8320649
• CAS DataBase Reference: (±)-cis-2-(Boc-aMino)-3-cyclohexene-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-cis-2-(Boc-aMino)-3-cyclohexene-1-carboxylic acid(233600-33-4)
• EPA Substance Registry System: (±)-cis-2-(Boc-aMino)-3-cyclohexene-1-carboxylic acid(233600-33-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 233600-33-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(±)-cis-2-(Boc-aMino)-3-cyclohexene-1-carboxylic acid is used as a key intermediate in the synthesis of various drugs, including antiviral and anticancer agents. Its unique structure and reactivity make it a valuable tool for chemical synthesis and drug development.
Used in Organic Chemistry:
(±)-cis-2-(Boc-aMino)-3-cyclohexene-1-carboxylic acid is used as a versatile building block in organic chemistry for the synthesis of complex organic compounds. Its Boc-protected amino group allows for selective reactions and functional group manipulations, making it an essential component in the development of novel organic molecules.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 189125-30-2 C₇H₁₁NO₂ 
• 193673-65-3 (1R,2S)-cis-2-aminocyclohex-3-enecarboxylic acid 
• 131783-54-5 (1R,2S)-2-Amino-cyclohex-3-enecarboxylic acid; hydrochloride 
• 22031-53-4 cis-2-aza-3-oxobicyclo<4.2.0>octane 
• 131783-54-5 (1S,2R)-2-aminocyclohex-3-enecarboxylic acid hydrochloride 
• 1165952-91-9 cyclohexa-1,3-diene 

Relevant articles and documents

Stereo- and regiocontrolled syntheses of exomethylenic cyclohexane β-amino acid derivatives

Cyclohexane analogues of the antifungal icofungipen [(1R,2S)-2-amino-4-methylenecy clopentanecarboxylic acid] were selectively synthesized from unsaturated bicyclic β-lactams by transformation of the ring olefinic bond through three different regio- and s

Selective synthesis of new fluorinated alicyclic β-amino ester stereoisomers

New fluorinated alicyclic β-amino ester stereoisomers with a cyclohexene or cyclohexane skeleton were prepared from cis- or trans-2-aminocyclohex-3-enecarboxylic acids in five or six steps through a regio- and stereoselective hydroxylation and hydroxy-fluorine exchange. Fluorinated aminoester enantiomers were synthesized from enantiopure cis- or trans-2-aminocyclohexenecarboxylic acid (prepared byenzymatic resolution of the racemic substances). New fluorinated alicyclic β-amino ester stereoisomers with a cyclohexene or cyclohexane skeleton were prepared from cis-or trans-2-aminocyclohex-3-enecarboxylicacids in five or six steps. Copyright

Regio- and diastereoselective fluorination of alicyclic β-amino acids

A regio- and stereoselective approach to fluorinated β- aminocyclohexene or cyclohexane esters has been developed, starting from a bicyclic β-lactam (1). The procedure involves six or seven steps, based on regio- and stereoselective iodolactonization, lactone opening and hydroxy-fluorine exchange. The method has been extended to the synthesis of fluorinated amino ester enantiomers.

Synthesis of 3- and 4-hydroxy-2-aminocyclohexanecarboxylic acids by lodocyclization

Starting from cis-7-azabicyclo[4.2.0]oct-4-en-8-one, novel routes have been developed for the synthesis of 2-amino-4-hydroxycyclohexanecarboxylic acid and its 3-hydroxy-substituted analog via iodooxazine, iodooxazoline or iodolactone intermediates. After CAL-B-catalyzed enzymatic transformation of the starting β-lactam, the iodolactone method was applied to the synthesis of 3-hydroxy-substituted β-amino acid enantiomers. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Structure-based design, synthesis, and X-ray crystallography of a high- affinity antagonist of the Grb2-SH2 domain containing an asparagine mimetic

Previous efforts in the search for molecules capable of blocking the associations between the activated tyrosine kinase growth factor receptors and the SH2 domain of Grb2 had resulted in the identification of 3-amino-Z- pTyr-Ac6c-Asn-NH2, a hig