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121282-70-0

121282-70-0 Structure

121282-70-0 Structure
IdentificationBack Directory
[Name]

Boc-(+/-)-trans-2-aminocyclohexanol
[CAS]

121282-70-0
[Synonyms]

1R,2R-Boc-2-aMinocyclohexanol
trans-N-Boc-2-aminocyclohexanol
tert-Butyl (trans-2-hydroxycyclohexyl)
tert-Butyl (1R,2R)-2-hydroxycyclohexyl
tert-butyl (2-hydroxycyclohexyl)carbaMate
Trans-tert-butyl 2-hydroxycyclohexyl)carbaMate
tert-butyl (1R,2R)-2-hydroxycyclohexylcarbamate
tert-Butyl (trans-2-hydroxycyclohexyl)carbaMate
tert-butyl N-[trans-2-hydroxycyclohexyl]carbamate
rel-tert-Butyl N-[(1R,2R)-2-hydroxycyclohexyl]carbamate
Carbamic acid,N-[(1R,2R)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester,rel-
[Molecular Formula]

C11H21NO3
[MOL File]

121282-70-0.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. ]

2-8°C
[pka]

12.11±0.40(Predicted)
[Appearance]

White to off-white Solid
[InChI]

InChI=1/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-/s3
[InChIKey]

XVROWZPERFUOCE-JQEWEITDNA-N
[SMILES]

C(OC(C)(C)C)(=O)N[C@@H]1CCCC[C@H]1O |&1:8,13,r|
Hazard InformationBack Directory
[Uses]

tert-Butyl (2-Hydroxycyclohexyl)carbamate is a reagent used in the preparation of N-aryl acetamides from the corresponding nitro compounds.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

Boc-(+/-)-trans-2-aminocyclohexanol(121282-70-0)1HNMR
Boc-(+/-)-trans-2-aminocyclohexanol(121282-70-0)1HNMR
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