ChemicalBook--->CAS DataBase List--->100858-34-2

100858-34-2

100858-34-2 Structure

100858-34-2 Structure
IdentificationBack Directory
[Name]

R-1-CBZ-3-Hydroxy-piperidine
[CAS]

100858-34-2
[Synonyms]

R-1-CBZ-3-Hydroxy-piperidine
(R)-1-Cbz-3-hydroxy-piper...
(R)-Benzyl 3-hydroxypiperidine-1-carboxylate
benzyl (3R)-3-hydroxypiperidine-1-carboxylate
1-Piperidinecarboxylic acid, 3-hydroxy-, phenylmethyl ester, (3R)-
[Molecular Formula]

C13H17NO3
[MDL Number]

MFCD11112280
[MOL File]

100858-34-2.mol
[Molecular Weight]

235.28
Chemical PropertiesBack Directory
[Boiling point ]

384.9±42.0 °C(Predicted)
[density ]

1.220±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

14.72±0.20(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

R-1-CBZ-3-Hydroxy-piperidine(100858-34-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

1-N-CBZ-3-PIPERIDONE

61995-20-8

R-1-CBZ-3-Hydroxy-piperidine

100858-34-2

General procedure for the synthesis of (R)-N-CBZ-3-hydroxypiperidine from 1-N-Cbz-3-piperidone: In 1 mL of potassium phosphate buffer (100 mM, pH 7.0), a reaction mixture was prepared by adding 200 mM substrate, 1 mM NAD+, 5% (v/v) 2-propanol, and 10 mg of crude enzyme READH. For ChKRED20, the reaction conditions were adjusted to 40% (v/v) 2-propanol and 40°C reaction temperature. The reaction mixture was warmed at 50 °C (or 40 °C for ChKRED20). The reaction progress was monitored by TLC. Upon completion of the reaction, the reaction was terminated by extraction with 1 mL of methyl tert-butyl ether. The organic phase was dried and concentrated with anhydrous sodium sulfate. The conversion and enantiomeric excess were determined by chiral HPLC. The products were purified by silica gel column chromatography and structurally characterized by NMR analysis, spinometry and mass spectrometry.

[References]

[1] Process Biochemistry, 2017, vol. 56, p. 90 - 97
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