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

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

tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate Basic information
Product Name:tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate
Synonyms: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;(1s,3r)-3-amino-1-(boc-amino)cyclohexane
CAS:1298101-47-9
MF:C11H22N2O2
MW:214.3
EINECS:
Product Categories:
Mol File:1298101-47-9.mol
tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate Structure
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)
pka12.40±0.40(Predicted)
AppearanceWhite to off-white Solid
Optical Rotation-32.6°(C=0.01g/mL, MEOH, 20°C, 589nm)
Safety Information
MSDS Information
tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate Usage And Synthesis
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
tert-butyl (1S,3R)-3-aMinocyclohexylcarbaMate Preparation Products And Raw materials
Raw materialsbenzyl N-[(1R,3S)-3-{[(tert-butoxy)carbonyl]amino}cyclohexyl]carbamate-->Activated carbon-->Palladium-->Ethanol
Tag: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