63216-52-4

Basic information

• Product Name: BOC-1,2-CIS-ACHEC-OH
• Synonyms: BOC-1,2-CIS-ACHEC-OH;BOC-CIS-2-AMINOCYCLOHEXENECARBOXYLIC ACID;BOC-(+/-)-CIS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID;CIS-6-TERT-BUTOXYCARBONYLAMINO-CYCLOHEX-3-ENECARBOXYLIC ACID;CIS-1-(TERT-BUTYLOXYCARBONYL-AMINO)-CYCLOHEX-4-ENYL-2-CARBOXYLIC ACID;CIS-1-(T-BUTYLOXYCARBONYLAMINO)-CYCLOHEX-4-ENYL-2-CARBOXYLIC ACID;BOC-CIS-1,2-AMINOCYCLOHEX-4-ENE CARBOXYLIC ACID;(±)-cis-6-(Boc-amino)-3-cyclohexene-1-carboxylic acid
• CAS NO: 63216-52-4
• Molecular Formula: C12H19NO4
• Molecular Weight: 241.28
• Mol File: 63216-52-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 58-60 °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
• Storage Temp.: 2-8°C
• PKA: 4.42±0.40(Predicted)
• BRN: 6315434
• CAS DataBase Reference: BOC-1,2-CIS-ACHEC-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-1,2-CIS-ACHEC-OH(63216-52-4)
• EPA Substance Registry System: BOC-1,2-CIS-ACHEC-OH(63216-52-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 63216-52-4(Hazardous Substances Data)

Usage

General Description

BOC-1,2-CIS-ACHEC-OH is a chemical compound with the molecular formula C9H15NO3. It is a derivative of the amino acid cysteine and is often used as a building block in organic synthesis and peptide chemistry. BOC-1,2-CIS-ACHEC-OH is known for its ability to protect the thiol group of cysteine, making it useful in the production of peptide-based drugs and pharmaceuticals. It is also used as a reagent in peptide coupling reactions and is commonly employed in the chemical modification of proteins and peptides. BOC-1,2-CIS-ACHEC-OH is considered to be a versatile and valuable chemical compound in the field of organic chemistry and peptide synthesis.

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

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

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.

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

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.