(1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate

Base Information

• Chemical Name: (1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate
• CAS No.: 138923-03-2
• Molecular Formula: C7H11NO2
• Molecular Weight: 141.17
• DSSTox Substance ID: DTXSID90431900
• Nikkaji Number: J2.120.262B
• Mol file: 138923-03-2.mol

Synonyms:138923-03-2;(1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate;Methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate;152279-17-9;Methyl (1S,4R)-4-amino-2-cyclopentene-1-carboxylate;2-Cyclopentene-1-carboxylicacid,4-amino-,methylester,cis-(9CI);2-Cyclopentene-1-carboxylic acid, 4-amino-, methyl ester, (1S-cis)-;2-Cyclopentene-1-carboxylicacid,4-amino-,methylester,(1S,4R)-(9CI);(1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate L-tartrate salt;SCHEMBL993866;EX-A7779N;DTXSID90431900;MFCD16293378;AKOS006348435;CS-0375918;I11808;(1S,4R)-methyl4-aminocyclopent-2-enecarboxylate;EN300-3086644;A852178;(1S,4R)-4-Amino-2-cyclopentene-1-carboxylic acid methyl ester;cis-(1S,4R)-4-amino-2-cyclopentene-1-carboxylic acid methyl ester

Chemical Property of (1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate

Chemical Property:

• Boiling Point: 191.9±40.0 °C(Predicted)
• PKA: 9.66±0.40(Predicted)
• PSA: 52.32000
• Density: 1.109±0.06 g/cm3(Predicted)
• LogP: 0.76310
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

(1S,4R)-Methyl4-aminocyclopent-2-enecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC(C=C1)N
• Isomeric SMILES: COC(=O)[C@H]1C[C@H](C=C1)N
• Uses: Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate is used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

Technology Process of (1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate

There total 11 articles about (1S,4R)-methyl 4-aminocyclopent-2-enecarboxylate 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:

(1S,4R)-4-aminocyclopent-2-ene-1-carboxylic acid methyl ester tartrate (419563-22-7) → (1S,4R)-(-)-methyl-4-aminocyclopent-2-en-1-carboxylate hydrochloride (138923-03-2,152279-17-9,352226-74-5,773006-65-8) + diammonium tartate (3164-29-2)

Guidance literature:

With ammonia; In methanol; water; at 20 ℃; for 1h; Product distribution / selectivity;

Reference yield:

methanol (67-56-1) + (-)-2-azabicyclo[2.2.1]hept-5-en-3-one (79200-56-9) → (1S,4R)-(-)-methyl-4-aminocyclopent-2-en-1-carboxylate hydrochloride (138923-03-2,152279-17-9,352226-74-5,773006-65-8)

Guidance literature:

With hydrogenchloride; for 10h; Heating;

DOI:10.1021/jm010277p

Reference yield:

methanol (67-56-1) + (-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid (102579-71-5,102579-72-6,102679-78-7,134003-04-6,134234-04-1) → (1S,4R)-(-)-methyl-4-aminocyclopent-2-en-1-carboxylate hydrochloride (138923-03-2,152279-17-9,352226-74-5,773006-65-8)

Guidance literature:

With hydrogenchloride; In various solvent(s); for 24h; Yield given; Ambient temperature;

DOI:10.1016/0957-4166(96)00293-5

upstream raw materials:

methanol

(-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

2-azabicyclo[2.2.1.]hept-5-en-3-one

Downstream raw materials:

(1S,4R)-(-)-methyl-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopent-2-ene-1-carboxylate

(1S,3R)-3-Benzyloxymethyl-cyclopentylamine

(+)-methyl (3aR,4R,6S,6aS)-4-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropyl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate