(1S,2S)-2-amino-4-methylidenecyclopentane-1-carboxylic acid

Base Information

• Chemical Name: (1S,2S)-2-amino-4-methylidenecyclopentane-1-carboxylic acid
• CAS No.: 755750-29-9
• Molecular Formula: C₇H₁₁NO₂
• Molecular Weight: 141.17
• ChEMBL ID: CHEMBL1191617
• DSSTox Substance ID: DTXSID00414986
• Mol file: 755750-29-9.mol

Synonyms:755750-29-9;(1S,2S)-2-amino-4-methylidenecyclopentane-1-carboxylic acid;CHEMBL1191617;DTXSID00414986;AKOS006351021;(1S,2S)-2-amino-4-methylene-cyclopentanecarboxylic acid;Cyclopentanecarboxylic acid, 2-amino-4-methylene-, (1S,2S)-

Chemical Property of (1S,2S)-2-amino-4-methylidenecyclopentane-1-carboxylic 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:

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,2S)-2-amino-4-methylidenecyclopentane-1-carboxylic acid

There total 18 articles about (1S,2S)-2-amino-4-methylidenecyclopentane-1-carboxylic 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