Identification | Back 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 Properties | Back 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) |
Hazard Information | Back Directory | [Synthesis]
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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