| Identification | Back Directory | [Name]
Carbamic acid, [(2R)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI) | [CAS]
333743-54-7 | [Synonyms]
-tert-Butyl (2-aminopropyl)
R-1-n-boc-propane-1,2-diaMine
(R)-N1-Boc-1,2-propanediamine
R-1-N-BOC-propane-1,2-diamine-HCl
(R)-tert-butyl 2-aminopropylcarbamate
tert-Butyl ((R)-2-aminopropyl)carbamate
tert-butyl N-[(2R)-2-aMinopropyl]carbaMate
(R)-1-N-Boc-Propane-1,2-diaMine hydrochloride
((R)-2-Aminopropyl)carbamic acid tert-butyl ester
[(R)-2-Amino-1-propyl]carbamic acid tert-butyl ester
Carbamic acid, N-[(2R)-2-aminopropyl]-, 1,1-dimethylethyl ester
Carbamic acid, [(2R)-2-aminopropyl]-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C8H18N2O2 | [MDL Number]
MFCD11112234 | [MOL File]
333743-54-7.mol | [Molecular Weight]
174.24 |
| Chemical Properties | Back Directory | [Boiling point ]
264℃ | [density ]
0.984 | [Fp ]
113℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
12.51±0.46(Predicted) | [Appearance]
Colorless to off-white Liquid | [Optical Rotation]
Consistent with structure |
| Hazard Information | Back Directory | [Synthesis]
NaOH (8.82 g, 0.2205 mol) was dissolved in 96% ethanol (150 mL) under vigorous stirring, followed by the addition of (S)-(-)-diaminopropane dihydrochloride (16.36 g, 0.11 mol). After 2 hours of reaction, the resulting white precipitate was removed by filtration. To the filtrate was added tert-butyl phenyl carbonate (39.37 g, 0.203 mol) and the mixture was refluxed for 24 hours. After completion of the reaction, the solvent was removed by vacuum concentration to give a colorless oil. To this oily substance, water (175 mL) was added and the pH was adjusted to 3 with 2M H2SO4. The aqueous phase was washed with CH2Cl2 (3 x 200 mL) and then the pH was adjusted to 12 with 2M NaOH. Subsequently, the aqueous phase was extracted with CH2Cl2 (4 x 200 mL), and the organic phases were combined, dried over Na2SO4, and concentrated to give (R)-(2-aminopropyl)amino tert-butyl formate as a colorless oil (9.58 g, 50% yield). The product was characterized by 1H NMR (300 MHz, CDCl3), 13C NMR (126 MHz, CDCl3) and MS (FAB), and the correct structure was confirmed. | [References]
[1] Tetrahedron, 2015, vol. 71, # 7, p. 1109 - 1116
[2] Patent: US2009/247519, 2009, A1. Location in patent: Page/Page column 134 |
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