| Identification | Back Directory | [Name]
Carbamic acid, [(1R)-3-hydroxy-1-methylpropyl]-, 1,1-dimethylethyl ester (9CI) | [CAS]
167216-17-3 | [Synonyms]
Boc-(R)-3-aminobutan-1-ol
N-Boc-(R)-3-aminobutan-1-ol
(R)-N-BOC-3-AMINOBUTAN-1-OL
N-(t-Butoxycarbonyl)-L-β-homoalaninol
tert-Butyl (R)-(4-hydroxybutan-2-yl)carbamate
(R)-tert-Butyl (4-hydroxybutan-2-yl)carbamate
(-)-tert-butyl [(R)-3-hydroxy-1-methylpropyl]carbamate
Carbamic acid, N-[(1R)-3-hydroxy-1-methylpropyl]-, 1,1-dimethylethyl ester
Carbamic acid, [(1R)-3-hydroxy-1-methylpropyl]-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C9H19NO3 | [MDL Number]
MFCD18831346 | [MOL File]
167216-17-3.mol | [Molecular Weight]
189.25 |
| Chemical Properties | Back Directory | [Boiling point ]
301.4±25.0 °C(Predicted) | [density ]
1.010±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
12.32±0.46(Predicted) | [Appearance]
White to off-white Solid | [Optical Rotation]
Consistent with structure | [InChI]
InChI=1S/C9H19NO3/c1-7(5-6-11)10-8(12)13-9(2,3)4/h7,11H,5-6H2,1-4H3,(H,10,12)/t7-/m1/s1 | [InChIKey]
JSZOAOLSEKSNTD-SSDOTTSWSA-N | [SMILES]
C(OC(C)(C)C)(=O)N[C@H](C)CCO |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of tert-butyl (R)-(4-hydroxybutan-2-yl)carbamate from methyl (R)-N-Boc-3-aminobutyrate: To a solution of methyl (R)-3-((tert-butoxycarbonyl)amino)butyrate (3.0 g, 14.76 mmol) in tetrahydrofuran (THF) (50 mL) was slowly added lithium aluminum (0.728 g, 19.19 mmol) hydroxide (0.728 g, 19.19 mmol) at -78°C under nitrogen protection. Lithium aluminum hydride (0.728 g, 19.19 mmol) was added slowly at -78°C under nitrogen protection. The reaction mixture was stirred at this temperature for 1 hour. Subsequently, the reaction system was slowly warmed to 0°C and the reaction was quenched by dropwise addition of water (0.7 mL) and 15% NaOH aqueous solution (0.7 mL). After quenching, the mixture was stirred at room temperature for 1 h and then filtered through a diatomaceous earth pad. The filtrate was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give tert-butyl (R)-(4-hydroxybutan-2-yl)carbamate (1.3 g). | [References]
[1] Advanced Synthesis and Catalysis, 2010, vol. 352, # 1, p. 92 - 96
[2] Patent: US2011/237814, 2011, A1. Location in patent: Page/Page column 11
[3] Patent: WO2014/114249, 2014, A1. Location in patent: Page/Page column 21 |
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