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103201-78-1

103201-78-1 Structure

103201-78-1 Structure
IdentificationMore
[Name]

trans-4-Cyclohexyl-L-proline
[CAS]

103201-78-1
[Synonyms]

TRANS-4-PHENYL-L-PROLINE
TRANS-4-CYCLOHEXYL-L-PROLINE (FOSINOPRIL''S INTERMEDIATE 2)
trans-4-Cyclohexyl-L-proline
[EINECS(EC#)]

600-406-3
[Molecular Formula]

C11H13NO2
[MDL Number]

MFCD08063935
[Molecular Weight]

191.23
[MOL File]

103201-78-1.mol
Chemical PropertiesBack Directory
[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 Rotation]

-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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P280
[REACH Registrations]

Active
Raw materials And Preparation ProductsBack Directory
[Raw materials]

trans-4-Phenyl-L-proline-->Methanol-->Hydrogen-->Hydrochloric acid
[Preparation Products]

Fosinopril
Spectrum DetailBack Directory
[Spectrum Detail]

trans-4-Cyclohexyl-L-proline(103201-78-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

trans-4-Phenyl-L-proline

96314-26-0

trans-4-Cyclohexyl-L-proline

103201-78-1

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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