| Identification | Back Directory | [Name]
N-BOC-1,3-DIAMINO-2-PROPANOL | [CAS]
144912-84-5 | [Synonyms]
N-BOC-1,3-DIAMINO-2-PROPANOL
3-(Boc-amino)-1-amino-2-propanol
tert-butyl 3-amino-2-hydroxypropylcarbamate
ert-butylN-(3-amino-2-hydroxypropyl)carbamate
Tert-butyl n-(3-amino-2-hydroxypropyl)carbamate
Carbamic acid,N-(3-amino-2-hydroxypropyl)-, 1,1-dimethylethyl ester
Carbamic acid, (3-amino-2-hydroxypropyl)-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C8H18N2O3 | [MDL Number]
MFCD04118107 | [MOL File]
144912-84-5.mol | [Molecular Weight]
190.24 |
| Chemical Properties | Back Directory | [Melting point ]
77-79 °C | [Boiling point ]
350.2±32.0 °C(Predicted) | [density ]
1.090±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
12.22±0.46(Predicted) | [Appearance]
Off-white to light yellow Solid | [Optical Rotation]
Consistent with structure | [InChI]
InChI=1S/C8H18N2O3/c1-8(2,3)13-7(12)10-5-6(11)4-9/h6,11H,4-5,9H2,1-3H3,(H,10,12) | [InChIKey]
LZNOKWJGNPKUSE-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NCC(O)CN |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of tert-butyl (3-amino-2-hydroxypropyl)carbamate from di-tert-butyl dicarbonate and 1,3-diamino-2-propanol was as follows: 0.9 g of 1,3-diamino-2-propanol was added to a reactor equipped with magnetic stirring, and dissolved with 5 mL of 1 M sodium hydroxide solution. Subsequently, 1.0 g of di-tert-butyl dicarbonate was dissolved in 5 mL of 1,4-dioxane and this solution was slowly added dropwise to the reactor. The reaction mixture was stirred at room temperature for 5 hours and then warmed up to 50-65 °C for decompression distillation to remove most of the solvent, and the remaining solvent was dried by a vacuum pump to give a white viscous solid. The crude product was purified by silica gel column chromatography with gradient elution using dichloromethane-methanol-triethylamine (300:30:1, v/v/v) as eluent to give 600 mg of tert-butyl (3-amino-2-hydroxypropyl)carbamate in 69% yield. | [References]
[1] Patent: CN106893342, 2017, A. Location in patent: Paragraph 0016; 0017
[2] Patent: CN105503920, 2016, A. Location in patent: Paragraph 0011; 0057; 0058
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 2, p. 236 - 246
[4] Organic and Biomolecular Chemistry, 2014, vol. 12, # 46, p. 9389 - 9404
[5] Patent: WO2005/66172, 2005, A1. Location in patent: Page/Page column 62 |
|
|