(1R,2S)-2-Amino-cyclohex-3-enecarboxylic acid

Base Information

• Chemical Name: (1R,2S)-2-Amino-cyclohex-3-enecarboxylic acid
• CAS No.: 131783-54-5
• Molecular Formula: C₇H₁₁NO₂*ClH
• Molecular Weight: 177.631
• Hs Code.: 2922498590
• DSSTox Substance ID: DTXSID40927348
• Nikkaji Number: J1.339.620E
• Wikidata: Q76146188
• ChEMBL ID: CHEMBL1193036
• Mol file: 131783-54-5.mol

Synonyms:285560-96-5;(1R,2S)-2-AMINO-CYCLOHEX-3-ENECARBOXYLIC ACID;(1R,2S)-2-aminocyclohex-3-ene-1-carboxylic acid;193673-65-3;Cis-2-Amino-cyclohex-3-enecarboxylic acid;3-Cyclohexene-1-carboxylicacid,2-amino-,(1R,2S)-rel-(9CI);SCHEMBL5321377;CHEMBL1193036;DTXSID40927348;MFCD08437539;AKOS006280521;2beta-Amino-3-cyclohexene-1beta-carboxylic acid;3-Cyclohexene-1-carboxylic acid, 2-amino-, (1R,2S)-

Chemical Property of (1R,2S)-2-Amino-cyclohex-3-enecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.000744mmHg at 25°C
• Melting Point: 190-212 °C
• Boiling Point: 285°Cat760mmHg
• Flash Point: 126.2°C
• PSA: 63.32000
• Density: 1.18g/cm³
• LogP: 1.86680
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 165

Purity/Quality:

99%min ^*data from raw suppliers

(1R,2S)-2-Aminocyclohex-3-enecarboxylic acid hydrochloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C=C1)N)C(=O)O
• Isomeric SMILES: C1C[C@H]([C@H](C=C1)N)C(=O)O

Technology Process of (1R,2S)-2-Amino-cyclohex-3-enecarboxylic acid

There total 6 articles about (1R,2S)-2-Amino-cyclohex-3-enecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(1S,6R)-7-azabicyclo[4.2.0]oct-4-en-8-one (285560-99-8) → (1S,2R)-2-aminocyclohex-3-enecarboxylic acid hydrochloride (131783-54-5,132487-40-2,142035-00-5)

Guidance literature:

With hydrogenchloride; In water; for 3h; Heating;

DOI:10.1016/j.tetasy.2004.05.029

Reference yield: 76.0%

(1S,6R)-7-azabicyclo[4.2.0]octan-8-one → (1S,2R)-2-aminocyclohex-3-enecarboxylic acid hydrochloride (131783-54-5,132487-40-2,142035-00-5)

Guidance literature:

With hydrogenchloride; water; at 0 ℃; for 1h;

DOI:10.3390/molecules201219749

Reference yield:

ethyl cis-(2-aminocyclohex-3-ene)-1-carboxylate → C7H11NO2*HCl (131783-54-5,132487-40-2,142035-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / Candida antarctica lipase B / diisopropyl ether / 66 h / 65 °C

2: 472 mg / aq. HCl / 4 h / Heating

With hydrogenchloride; water; Candida antarctica lipase B; In di-isopropyl ether;

DOI:10.1002/chem.200700257

upstream raw materials:

(1S,6R)-7-azabicyclo[4.2.0]oct-4-en-8-one

cis-2-aza-3-oxobicyclo<4.2.0>octane

Refernces

• 1、 Forro, Eniko,Fueloep, Ferenc. "The first direct enzymatic hydrolysis of alicyclic β-amino esters: A route to enantiopure cis and trans β-amino acids". . p. 6397 - 6401. Retrieved 2008/02/13.