(1S,2R)-2-amino-4-methylene-cyclopentanecarboxylic acid

Base Information

• Chemical Name: (1S,2R)-2-amino-4-methylene-cyclopentanecarboxylic acid
• CAS No.: 156292-16-9
• Molecular Formula: C₇H₁₁NO₂
• Molecular Weight: 141.17
• ChEMBL ID: CHEMBL1189349
• DSSTox Substance ID: DTXSID40414985,DTXSID30967056
• Nikkaji Number: J1.876.296J
• Wikidata: Q82224094
• Mol file: 156292-16-9.mol

Synonyms:786615-32-5;SCHEMBL7791325;(1S,2R)-2-amino-4-methylene-cyclopentanecarboxylic acid;CHEMBL1189349;DTXSID30967056;DTXSID40414985;Cis-2-amino-4-methylenecyclopentanecarboxylic acid;(1S,2R)-2-Amino-4-methylenecyclopentanecarboxylic acid;Cyclopentanecarboxylic acid, 2-amino-4-methylene-, (1S,2R)-

Chemical Property of (1S,2R)-2-amino-4-methylene-cyclopentanecarboxylic acid

Chemical Property:

• PSA: 63.32000
• LogP: 1.06480
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (1S,2R)-2-amino-4-methylene-cyclopentanecarboxylic acid

There total 16 articles about (1S,2R)-2-amino-4-methylene-cyclopentanecarboxylic 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: 85.0%

(2E)-3-phenyl-2-propenyl (1R,2S)-4-methylene-2-{[(2E)-3-phenyl-2-propenyloxycarbonyl]amino}cyclopentanecarboxylate (198022-62-7) → (-)-(1R,2S)-2-amino-4-methylenecyclopentanecarboxylic acid (198022-65-0,156292-16-9,156292-48-7,755750-29-9,526194-96-7,786615-32-5)

Guidance literature:

With morpholine; palladium diacetate; triphenylphosphine; In ethanol;

DOI:10.1016/S0960-894X(02)00958-7

Reference yield:

→ isoleucine (319-78-8,443-79-8,1509-34-8,1509-35-9,3107-04-8,7004-09-3,73-32-5,959215-79-3,18875-42-8) + (-)-(1R,2S)-2-amino-4-methylenecyclopentanecarboxylic acid (198022-65-0,156292-16-9,156292-48-7,755750-29-9,526194-96-7,786615-32-5)

Guidance literature:

Reference yield:

(E)-Cinnamyl (1S,2R)-2-N-((E)-cinnamyloxycarbonyl)amino-4-methylene-1-cyclopentane-carboxylate (198022-63-8) → (+)-(1S,2R)-2-Amino-4-methylene-cyclopentane-1-carboxylic acid (156292-16-9,156292-48-7,755750-29-9,526194-96-7,786615-32-5)

Guidance literature:

With morpholine; palladium diacetate; triphenylphosphine; In ethanol;

DOI:10.1016/S0960-894X(02)00958-7

upstream raw materials:

(2E)-3-phenyl-2-propenyl (1R,2S)-4-methylene-2-{[(2E)-3-phenyl-2-propenyloxycarbonyl]amino}cyclopentanecarboxylate

1,2,3,4-butanetetracarboxylic acid

1,2,3,4-butanetetracarboxylic acid tetraethyl ester

4-Methylene-cyclopentane-1,2-dicarboxylic acid diethyl ester

Downstream raw materials:

(+)-(1R,2S)-2-amino-4-methyl-cyclopent-3-enecarboxylic acid

(-)-(1R,5S)-5-amino-3-methyl-cyclopent-2-enecarboxylic acid