ChemicalBook--->CAS DataBase List--->1298101-47-9

1298101-47-9

1298101-47-9 Structure

1298101-47-9 Structure
IdentificationBack Directory
[Name]

tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate
[CAS]

1298101-47-9
[Synonyms]

(1s,3r)-3-amino-1-(boc-amino)cyclohexane
tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate
tert-butyl N-[(1S,3R)-3-aminocyclohexyl]carbamate
Carbamic acid,N-[(1S,3R)-3-aminocyclohexyl]-, 1,1-dimethylethyl ester
[Molecular Formula]

C11H22N2O2
[MDL Number]

MFCD24469814
[MOL File]

1298101-47-9.mol
[Molecular Weight]

214.305
Chemical PropertiesBack Directory
[Boiling point ]

322.1±31.0 °C(Predicted)
[density ]

1.02±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

12.40±0.40(Predicted)
[Appearance]

White to off-white Solid
[Optical Rotation]

-32.6°(C=0.01g/mL, MEOH, 20°C, 589nm)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

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

tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate(1298101-47-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

benzyl N-[(1R,3S)-3-{[(tert-butoxy)carbonyl]amino}cyclohexyl]carbamate

1261225-48-2

tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate

1298101-47-9

The general procedure for the synthesis of tert-butyl ((1S,3R)-3-aminocyclohexyl)carbamate from benzyl ((1R,3S)-cyclohexane-1,3-diyl)dicarbamate (dextro) was as follows: to tert-butyl ((1S,3R)-3-(benzyloxycarbonylamino)cyclohexylcarbamate (10 g, 28.4 mmol) in EtOH (473 mL) A 10% w/w Pd/C (450 mg) was added to the degassed solution. The reaction mixture was stirred under H2 (1 atm) atmosphere for 5 hours. Upon completion of the reaction, the mixture was filtered through a Celite pad (and washed with EtOH) and the filtrate was concentrated under reduced pressure to afford tert-butyl ((1S,3R)-3-aminocyclohexyl)carbamate (6.08 g, 28.4 mmol, 100% yield) as a white solid.

[References]

[1] Patent: WO2015/58140, 2015, A1. Location in patent: Paragraph 00310
[2] Patent: WO2015/154039, 2015, A2. Location in patent: Paragraph 248; 249; 446; 447
[3] Patent: WO2016/58544, 2016, A1. Location in patent: Paragraph 165; 166; 375
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