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138923-03-2

138923-03-2 Structure

138923-03-2 Structure
IdentificationBack Directory
[Name]

2-Cyclopentene-1-carboxylicacid,4-amino-,methylester,(1S,4R)-(9CI)
[CAS]

138923-03-2
[Synonyms]

(1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate
Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate
methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate
(1S,4R)-2-CYCLOPENTENE-1-CARBOXYLIC ACID, 4-AMINOMETHYL ESTER
(1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate L-tartrate salt
Cis-(1S,4R)-4-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester
2-Cyclopentene-1-carboxylicacid,4-amino-,methylester,(1S,4R)-(9CI)
2-Cyclopentene-1-carboxylic acid, 4-amino-, methyl ester, (1S,4R)-
[Molecular Formula]

C7H11NO2
[MDL Number]

MFCD16293378
[MOL File]

138923-03-2.mol
[Molecular Weight]

141.17
Chemical PropertiesBack Directory
[Boiling point ]

191.9±40.0 °C(Predicted)
[density ]

1.109±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[pka]

9.66±0.40(Predicted)
Hazard InformationBack Directory
[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.
[Synthesis]

2.jpg
Weigh 50g of the by-product (+)1-amino-4-carboxy-2-cyclopentene extracted by γ-lactam enzymatic resolution and put it in a flask, add 200g of water, and slowly add dropwise at 25~30℃ Sulfuric acid, adjust the pH value of the solution to 1~2, after the dripping is completed, add 0.1g of the racemic catalyst o-phthalaldehyde, then heat to reflux, and react for 10~15h. Concentrate under reduced pressure to no fraction, add 200ml of methanol, 20g of tartaric acid, cool to 10-20°C, filter and wash with methanol. Then add 20g of thionyl chloride and 100ml of methanol to the filter cake, react at 65°C for 8h and concentrate under reduced pressure until there is no fraction. Add 100ml of dichloromethane, stir to dissolve and wash the dichloromethane layer twice with drinking water to obtain (- ) Methyl 1-amino-4-carboxylate-2-cyclopentene in dichloromethane solution, yield 42%.

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