1-Pyrrolidinecarboxylic acid, 4-(acetylthio)-2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (2S,4S)

Names

[ CAS No. ]:
148017-42-9

[ Name ]:
1-Pyrrolidinecarboxylic acid, 4-(acetylthio)-2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (2S,4S)

[Synonym ]:
(2S,4S)-4-acetylthio-1-t-butoxycarbonylpyrrolidine-2-methanol
L-PROLINE,4-(CYANOMETHYL)-,TRANS
(2S,4S)-4-(cyanomethyl)proline

Chemical & Physical Properties

[ Density]:
1.207g/cm3

[ Boiling Point ]:
388.527ºC at 760 mmHg

[ Molecular Formula ]:
C12H21NO4S

[ Molecular Weight ]:
275.36400

[ Flash Point ]:
188.775ºC

[ Exact Mass ]:
275.11900

[ PSA ]:
92.14000

[ LogP ]:
1.57430

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.534

Synthetic Route

Precursor & DownStream

Precursor

  • (2S,4R)-N-tetr-butoxycarbonyl-4-methanesulfonyloxy-2-hydroxymethylpyrrolidine
  • Potassium thioacetate
  • Di-tert-butyl dicarbonate
  • Boc-Hyp-OH
  • L-Hydroxyproline

DownStream

  • (2S,4S)-tert-butyl4-(acetylthio)-2-((tert-butoxycarbonyl(sulfamoyl)amino)methyl)pyrrolidine-1-carboxylate
  • (2S,4S)-tert-butyl2-((tert-butoxycarbonyl(sulfamoyl)amino)methyl)-4-mercaptopyrrolidine-1-carboxylate
  • doripenem