865689-24-3

Basic information

• Product Name: BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID
• Synonyms: TRANS-1-(TERT-BUTYLOXYCARBONYL-AMINO)-CYCLOHEX-4-ENYL-2-CARBOXYLIC ACID;TRANS-1-(T-BUTYLOXYCARBONYLAMINO)CYCLOHEX-4-ENYL-2-CARBOXYLIC ACID;TRANS-6-TERT-BUTOXYCARBONYLAMINO-CYCLOHEX-3-ENECARBOXYLIC ACID;BOC-TRANS-2-AMINOCYCLOHEXENECARBOXYLIC ACID;BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID;BOC-1,2-TRANS-ACHEC-OH;BOC-TRANS-1,2-AMINOCYCLOHEX-4-ENE CARBOXYLIC ACID
• CAS NO: 865689-24-3
• Molecular Formula: C12H19NO4
• Molecular Weight: 241.28
• Mol File: 865689-24-3.mol

Chemical Properties

• Melting Point: 120-122 °C(Solv: isopropyl ether (108-20-3))
• Boiling Point: 399.2°C at 760 mmHg
• Flash Point: 195.2°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 1.73E-07mmHg at 25°C
• Refractive Index: 1.511
• PKA: 4.42±0.40(Predicted)
• CAS DataBase Reference: BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID(865689-24-3)
• EPA Substance Registry System: BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID(865689-24-3)

Safety Data

• Hazardous Substances Data: 865689-24-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID is used as a reactant in the synthesis of highly functionalized β-aminocyclohexanecarboxylate stereoisomers. These stereoisomers are valuable building blocks in the development of pharmaceuticals, particularly for the creation of chiral drugs with specific biological activities. BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID's unique structure and functional groups make it an attractive candidate for the synthesis of novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID serves as a key intermediate for the preparation of various organic compounds. Its cyclohexene ring and amino group can be further modified through a range of chemical reactions, allowing for the synthesis of complex molecules with diverse properties. This versatility makes it a valuable tool for chemists working on the development of new organic compounds.
Used in Research and Development:
BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID is also utilized in research and development settings, where it can be employed to study the properties and reactivity of cyclohexene-containing compounds. Its unique structure and functional groups provide a platform for investigating various chemical reactions and mechanisms, contributing to the advancement of organic chemistry and related fields.

InChI:InChI=1/C12H19NO4/c1-12(2,3)17-11(16)13-9-7-5-4-6-8(9)10(14)15/h4-5,8-9H,6-7H2,1-3H3,(H,13,16)(H,14,15)/t8-,9-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 189125-29-9 (1R,2S)-cis-2-aminocyclohex-4-enecarboxylic acid 
• 54162-90-2 trans-2-amino-4-cyclohexene-1-carboxylic acid 
• 98856-64-5 (1S,2R)-2-amino-1-cyclohex-4-ene carboxylic acid 
• 116733-43-8 (1R,6R)-6-(2-oxo-oxazolidine-3-carbonyl)-cyclohex-3-ene carboxylic acid methyl ester 
• 323196-38-9 (1R,2R)-cyclohex-4-ene 1,2-dicarboxylic acid monomethyl ester 
• 323196-39-0 (1R,6R)-6-tert-butoxycarbonylamino-cyclohex-3-ene carboxylic acid methyl ester 
• 93603-11-3 1-methyl hydrogen 1,2-cis-1,2-cyclohex-4-ene dicarboxylate 
• 54162-90-2 (cis)-6-aminocyclohex-3-ene-1-carboxylic acid 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 75-65-0 tert-butyl alcohol 

Relevant articles and documents

Diversity-Oriented Stereocontrolled Synthesis of Some Piperidine- And Azepane-Based Fluorine-Containing β-Amino Acid Derivatives

Structural diversity-oriented synthesis of some azaheterocyclic β-amino acid derivatives has been accomplished by selective functionalization of readily available cyclodienes. The stereocontrolled synthetic concept was based on the oxidative ring cleavage of unsaturated cyclic β-amino acids derived from cycloalkadiene, followed by ring closing with double reductive amination, which furnished some conformationally restricted β-amino acid derivatives with a piperidine or azepane core.

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

Facile regio- and diastereoselective syntheses of hydroxylated 2-aminocyclohexanecarboxylic acids

By means of total regio- and diastereoselective functionalizations of cis- and trans-2-amino-4-cyclohexenecarboxyric acid derivatives 1, 9, 12 and 16, isomers of 2-amino-4-hydroxycyclohexanecarboxylic acid 8 and 11, and 2-amino-5-hydroxycyclohexanecarboxy

Electrophilic bromination of N-acylated cyclohex-3-en-1-amimes: Synthesis of 7-azanorbornanes

The intramolecular bromo-amidation and the dibromination-cyclisation of the N-acylcyclohex-3-en-1-amines 4, 8, 9, 11, 13, 14, and 16 was studied in view of the synthesis of bicyclic amines that are of interest as building blocks and potential glycosidase

Diels-Alder approaches to ring-functionalized cyclic β-amino acids

Catalytic asymmetric Diels-Alder reactions with aminodiene 1 and desymmetrized fumarate 8 were used for efficient access to dihydroxylated cis- and trans-aminocyclohexane β-amino acids. (C) 2000 Elsevier Science Ltd.