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

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 activity

-32.6°(C=0.01g/mL, MEOH, 20°C, 589nm)

tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate Usage And Synthesis

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

tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate(1298101-47-9)Related Product Information

• (1R,3R)-(3-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester
• tert-butyl ((1R,3S)-3-hydroxycyclohexyl)carbamate
• cis-1-N-Boc-1,3-cyclohexyldiamine
• (1r,3s)-3-amino-1-(boc-amino)cyclohexane
• tert-Butyl ((1R,3R)-3-aminocyclohexyl)carbamate
• Carbamic acid, [(1R,3R)-3-aminocyclohexyl]-, 1,1-dimethylethyl ester, rel- (9CI)
• (1S,3R)-(3-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester
• Tert-Butyl((1S,3S)-3-hydroxycyclohexyl)carbaMate CarbaMic acid,N-[(1S,3S)-3-hydroxycyclohexyl]-1,1-diMethyethyester
• (1R,3S)-(3-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester
• tert-butyl ((1S,3S)-3-hydroxycyclohexyl)carbamate