Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate

Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate Basic information
Product Name:Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate
Synonyms:2-Cyclopentene-1-carboxylicacid,4-amino-,methylester,(1S,4R)-(9CI);(1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate L-tartrate salt;(1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate;Cis-(1S,4R)-4-aMino-2-Cyclopentene-1-carboxylic acid Methyl ester;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;2-Cyclopentene-1-carboxylic acid, 4-amino-, methyl ester, (1S,4R)-
CAS:138923-03-2
MF:C7H11NO2
MW:141.17
EINECS:
Product Categories:AMINOACID;CARBOXYLICESTER
Mol File:138923-03-2.mol
Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate Structure
Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate Chemical Properties
Boiling point 191.9±40.0 °C(Predicted)
density 1.109±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka9.66±0.40(Predicted)
Safety Information
MSDS Information
Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate Usage And Synthesis
UsesMethyl (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

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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%.

Methyl (1S,4R)-4-Amino-2-Cyclopentene-1-Carboxylate Preparation Products And Raw materials
Raw materialsAmmonium L-tartrate

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