trans-4-Cyclohexyl-L-proline Chemical Properties

Melting point:

260-262 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))

Boiling point:

343.9±35.0 °C(Predicted)

Density 

1.113±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

2.35±0.40(Predicted)

Appearance

White to off-white Solid

optical activity

-30.2°(C=0.011192 g/mL ACOH)

InChI

InChI=1S/C11H19NO2/c13-11(14)10-6-9(7-12-10)8-4-2-1-3-5-8/h8-10,12H,1-7H2,(H,13,14)/t9-,10+/m1/s1

InChIKey

XRZWVSXEDRYQGC-ZJUUUORDSA-N

SMILES

C(O)(=O)[C@@H]1C[C@@H](C2CCCCC2)CN1

CAS DataBase Reference

103201-78-1(CAS DataBase Reference)

trans-4-Cyclohexyl-L-proline Usage And Synthesis

Synthesis

The general procedure for the synthesis of (2S,4S)-4-cyclohexylpyrrolidine-2-carboxylic acid from (2S,4S)-4-phenylpyrrolidine-2-carboxylic acid was as follows: compound V (1.2 g), 5% rhodium-carbon catalyst (0.24 g), concentrated hydrochloric acid (1.2 ml), and methanol (12 ml) were added to the reaction flask sequentially. The reaction mixture was stirred and hydrogenated at 30 °C under 2.0 MPa hydrogen pressure. After 2 hours of reaction, the reaction mixture was filtered under reduced pressure. The filtrate was concentrated under reduced pressure to give a white solid product (1.11 g) in 90.0% yield.

References

[1] Patent: CN107365268, 2017, A. Location in patent: Paragraph 0016

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