BOC-TRANS-4-AMINOCYCLOHEXANOL Chemical Properties

Melting point:

172-173°C

Boiling point:

337.7±31.0 °C(Predicted)

Density 

1.06±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform. Ethyl Acetate

form 

powder to crystal

pka

12.36±0.40(Predicted)

color 

White to Almost white

InChIKey

DQARDWKWPIRJEH-KYZUINATSA-N

CAS DataBase Reference

111300-06-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

2906190090

BOC-TRANS-4-AMINOCYCLOHEXANOL Usage And Synthesis

Uses

trans-4-(Boc-amino)cyclohexanol is an intermediate in the synthesis of potent activators of Heme-regulated inhibitor kinase.

Synthesis

Step 1: trans-4-Aminocyclohexanol hydrochloride (5.0 g, 33 mmol) was dissolved in 1,4-dioxane (100 mL) and the resulting solution was cooled to 0 °C. Aqueous sodium hydroxide solution (40 mL, 1 N) was slowly added and the reaction mixture was stirred for 15 minutes. Subsequently, di-tert-butyl dicarbonate (7.9 g, 36 mmol) pre-dissolved in 1,4-dioxane (65 mL) was added. The reaction mixture was stirred at room temperature for 14 hours. Upon completion of the reaction, the reaction mixture was neutralized with 1 N hydrochloric acid and extracted with ethyl acetate. The organic phase was washed sequentially with 1 N hydrochloric acid, water and saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated in vacuum to give the white solid product trans-4-BOC-aminocyclohexanol (7.0 g, 100% yield). Mass spectrometry analysis showed (M + H)+ = 216.15.

References

[1] Patent: US2005/54626, 2005, A1. Location in patent: Page/Page column 47
[2] Heterocycles, 2002, vol. 58, p. 471 - 504
[3] Patent: WO2007/67629, 2007, A1. Location in patent: Page/Page column 63

BOC-TRANS-4-AMINOCYCLOHEXANOL(111300-06-2)Related Product Information

• Carbamic acid, 3-azabicyclo[3.1.0]hex-6-yl-, 1,1-dimethylethyl ester,
• tert-butyl 1H-pyrrol-2-ylcarbamate
• 2-(BOC-AMINO)-3-METHYLPYRIDINE
• tert-butyl (3-fluoropropyl)(2-hydroxyethyl)carbamate
• tert-butyl (3-formyl-4-hydroxyphenyl)carbamate
• TRANS-(4-HYDROXY-CYCLOHEXYLMETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
• CarbaMic acid,[trans-4-[[[(1,1-diMethylethoxy)carbonyl]aMino]Methyl]cyclohexyl]-, phenylMethyl ester
• Cyclohexanol
• N-(3-AMino[1,1'-biphenyl]-4-yl)-carbaMic Acid tert-Butyl Ester
• tert-butyl (2-bromo-3-fluorophenyl)carbamate
• tert-Butyl(3-formylbicyclo[1.1.1]pentan-1-yl)carbamate
• tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentan-1-yl)carbamate
• tert-butyl (2,2,3,3-tetramethylcyclopropyl)carbamate
• tert-butyl (3,5-dibromopyrazin-2-yl)carbamate
• Methyl trans-4-(tert-butoxycarbonylamino)cyclohexanecarboxylate
• BOC-1,4-TRANS-ACHC-OH
• TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE
• 4-Aminocyclohexanol