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145166-06-9

145166-06-9 Structure

145166-06-9 Structure
IdentificationBack Directory
[Name]

tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate
[CAS]

145166-06-9
[Synonyms]

-2-hydroxycyclohexyl)
2S)-2-hydroxycyclohexyl]-
1S,S-Boc-2-aMinocyclohexanol
(1S,2S)-N-Boc-2-aminocyclohexanol
(1S,2S)-trans-N-Boc-2-Aminocyclohexanol
(1S,2S)-N-Boc-2-aminocyclohexanol,99%e.e.
ert-Butyl((1S,2S)-2-hydroxycyclohexyl)carbamate
tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate
tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate
tert-butyl N-[(1S,2S)-2-hydroxycyclohexyl]carbamate
tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate USP/EP/BP
CarbaMic acid, N-[(1S,2S)-2-hydroxycyclohexyl]-, 1,1-diMethylethyl ester
Carbamic acid, [(1S,2S)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester (9CI)
[Molecular Formula]

C11H21NO3
[MDL Number]

MFCD11042330
[MOL File]

145166-06-9.mol
[Molecular Weight]

215.29
Chemical PropertiesBack Directory
[Boiling point ]

337.7±31.0 °C(Predicted)
[density ]

1.06±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[form ]

solid
[pka]

12.11±0.40(Predicted)
[Appearance]

White to off-white Solid
[BRN ]

5810950
[InChI]

InChI=1S/C11H21NO3/c1-11(2,3)15-10(14)12-8-6-4-5-7-9(8)13/h8-9,13H,4-7H2,1-3H3,(H,12,14)/t8-,9-/m0/s1
[InChIKey]

XVROWZPERFUOCE-IUCAKERBSA-N
[SMILES]

C(OC(C)(C)C)(=O)N[C@H]1CCCC[C@@H]1O
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302-H400
[Precautionary statements ]

P273-P301+P312+P330
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Spectrum DetailBack Directory
[Spectrum Detail]

tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate(145166-06-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Carbamic acid, N-[(1S,2S)-2-(phenylmethoxy)cyclohexyl]-, 1,1-dimethylethyl ester

764659-69-0

Boc-(+/-)-trans-2-aminocyclohexanol

121282-70-0

General procedure for the synthesis of trans-N-Boc-cyclohexylamino alcohols from the compounds (CAS: 764659-69-0): the product of part A (8.0 g, 26.2 mmol) was dissolved in a solvent mixture of cyclohexene (100 mL) and ethanol (150 mL), and palladium/carbon catalyst (2.0 g) was added. The reaction mixture was heated to reflux for 6 h. Upon completion of the reaction, the catalyst was removed by filtration through a Celite pad. The filtrate was concentrated to afford tert-butyl (1S,2S)-2-hydroxy-cyclohexyl-carbamate (5.7 g, 100% yield) as a white solid. Mass spectral analysis showed M/Z 216.2 ([M + H]+).

[References]

[1] Patent: WO2004/83174, 2004, A2. Location in patent: Page 172
[2] Patent: WO2005/87731, 2005, A1. Location in patent: Page/Page column 321
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 16, p. 4419 - 4427
[4] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 1, p. 119 - 132
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