| Identification | Back Directory | [Name]
N-Boc-propargylamine | [CAS]
92136-39-5 | [Synonyms]
N-Boc-proparg
N-Boc-propargyL
N-boc-aminopropyne
N-Boc-propargylamine
N-Boc-2-propyn-1-amine
N-Boc-propargyl-1-aMine
N-Boc-propargylaMine 97%
tert-Butyl 2-Propynylcarbamate
tert-butyl prop-2-ynylcarbaMate
tert-butyl N-prop-2-ynylcarbamate
tert-butyl prop-2-yn-1-ylcarbaMate
tert-butyl N-(prop-2-yn-1-yl)carbaMate
N-(tert-Butoxycarbonyl)propargyl amine
Propargylcarbamic acid tert-butyl ester
N-(tert-butyloxy)carbonyl propargylamine
N-(tert-Butoxycarbonyl)propargylamine>
N-Propargylcarbamic acid tert-butyl ester
(2-Propynyl)carbamic acid tert-butyl ester
N-prop-2-ynylcarbamic acid tert-butyl ester
N-(2-Propynyl)carbamic acid tert-butyl ester
N-(2-Propynyl)-carbamic acid tert-butyl ester
CarbaMic acid, N-2-propyn-1-yl-, 1,1-diMethylethyl ester
Carbamic acid, 2-propynyl-, 1,1-dimethylethyl ester (9CI)
N-(tert-BUTOXYCARBONYL)PROPARGYLAMINE, 98%N-(tert-BUTOXYCARBONYL)PROPARGYLAMINE, 98%N-(tert-BUTOXYCARBONYL)PROPARGYLAMINE, 98% | [Molecular Formula]
C8H13NO2 | [MDL Number]
MFCD07367245 | [MOL File]
92136-39-5.mol | [Molecular Weight]
155.19 |
| Chemical Properties | Back Directory | [Melting point ]
40-44 °C | [Boiling point ]
170°C/14mmHg(lit.) | [density ]
0.990±0.06 g/cm3(Predicted) | [Fp ]
93°(199°F) | [storage temp. ]
2-8°C | [solubility ]
Soluble in chloroform. | [form ]
Solid | [pka]
11.24±0.46(Predicted) | [color ]
Pale Yellow to Dark Yellow Low-Melting | [Sensitive ]
Moisture Sensitive | [InChI]
InChI=1S/C8H13NO2/c1-5-6-9-7(10)11-8(2,3)4/h1H,6H2,2-4H3,(H,9,10) | [InChIKey]
DSPYCWLYGXGJNJ-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NCC#C |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22-36/37/38-52/53 | [Safety Statements ]
26-36/37-61 | [RIDADR ]
UN3259 | [WGK Germany ]
3 | [HazardClass ]
8 | [HS Code ]
2924297099 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Low Melting Solid | [Uses]
N-Boc-propargylamine is used in the preparation of triazolobenzylidene-thiazolopyrimidines which act as CDC25 phosphatase inhibitors. Also used in the synthesis of β-glucan polysaccharide analogs. | [Synthesis]
Di-tert-butyl dicarbonate (17.5 g, 80.0 mmol, 1.0 eq.) was slowly added dropwise to a dichloromethane solution (160 mL) of propargylamine (5.49 mL, 80.0 mmol, 1.0 eq.) at 0 °C. The reaction mixture was stirred at 0 °C for 1 h before the solvent was removed by distillation under reduced pressure. The resulting colorless oil was dried overnight under high vacuum to afford N-Boc-aminopropargyl (12.4 g, quantitative yield) as a white solid, which can be used in subsequent reactions without further purification. The spectral data of the product were consistent with those reported in the literature: Rf = 0.38 (hexane/ethyl acetate, 9:1); melting point = 41-42 °C (literature value:[1] 40-44 °C).1H NMR (500 MHz, CDCl3): δ (ppm) 4.94 (broad peak, 1H), 3.91 (broad double peak, J = 2.5 Hz, 2H), 2.23 (triple peak, J = 2.5 Hz, 1H). 2.5Hz, 1H), 1.45 (single peak, 9H).13C NMR (126MHz, CDCl3): δ (ppm) 155.2, 80.1, 79.9, 71.1, 28.2. | [References]
[1] Tetrahedron Letters, 2011, vol. 52, # 17, p. 2199 - 2202
[2] Organic Letters, 2014, vol. 16, # 9, p. 2430 - 2433
[3] European Journal of Organic Chemistry, 2015, vol. 2015, # 32, p. 7091 - 7113
[4] Patent: US2004/254231, 2004, A1
[5] Angewandte Chemie - International Edition, 2011, vol. 50, # 6, p. 1338 - 1341 |
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