| Identification | Back Directory | [Name]
Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) | [CAS]
225641-84-9 | [Synonyms]
tert-Butyl ((1R,3S)
-3-hydroxycyclopentyl)
(1S,3R)-3-(Boc-amino)cyclopentanol
tert-butyl (1S,3R)-3-hydroxycyclopentylcarbamate
tert-Butyl ((1R,3S)-3-hydroxycyclopentyl)carbaMate
tert-butyl N-[(1R,3S)-3-hydroxycyclopentyl]carbamate
(3-Hydroxy-cyclopentyl)-carbamic acid tert-butyl ester
[(1R,3S)-3-Hydroxycyclopentyl]carbamic acid tert-butyl ester
Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
Carbamic acid, N-[(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester
Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C10H19NO3 | [MDL Number]
MFCD11226176 | [MOL File]
225641-84-9.mol | [Molecular Weight]
201.263 |
| Chemical Properties | Back Directory | [Boiling point ]
320.8±31.0 °C(Predicted) | [density ]
1.08±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
12.27±0.40(Predicted) | [Appearance]
Off-white to light yellow Solid | [Optical Rotation]
Consistent with structure | [InChI]
InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-7-4-5-8(12)6-7/h7-8,12H,4-6H2,1-3H3,(H,11,13)/t7-,8+/m1/s1 | [InChIKey]
SBUKINULYZANSP-SFYZADRCSA-N | [SMILES]
C(OC(C)(C)C)(=O)N[C@@H]1CC[C@H](O)C1 | [CAS DataBase Reference]
225641-84-9 |
| Hazard Information | Back Directory | [Uses]
Carbamic acid, [(1R,3S)-3-hydroxycyclopentyl]-, 1,1-dimethylethyl ester (9CI) is carboxylic acid ester organic compounds, which can be used as pharmaceutical intermediates. | [Synthesis]
General procedure for the synthesis of tert-butyl ((1R,3S)-3-hydroxycyclopentyl)carbamate from (1S,4R)-4-cyclopenten-1-ol-2-amino-tert-butyloxycarbonyl: Tert-butyl (1S,4R)-4-hydroxycyclopent-2-enylcarbamate (2.0 g, 10 mmol) was dissolved in methanol (20 mL), and the reaction flask was subjected to three times nitrogen Displacement. 10% Pd/C catalyst (0.2 g, 10%, w/w) was added to the above solution, followed by three displacements with hydrogen. The reaction mixture was stirred at room temperature and hydrogen atmosphere (1 atm) for 14 hours. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration. The filtrate was concentrated to afford the target product ((1R,3S)-3-hydroxycyclopentyl)carbamic acid tert-butyl ester (1.9 g, yield: 95%). | [References]
[1] Patent: US2016/200730, 2016, A1. Location in patent: Paragraph 0500; 0501 |
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