(R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate
- Product Name
- (R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate
- CAS No.
- 89985-86-4
- Chemical Name
- (R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate
- Synonyms
- (R)-2-(Boc-amino)-3-buten-1-ol;(R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate;tert-Butyl (1R)-1-(hydroxymethyl)prop-2-enylcarbamate;tert-Butyl [(1R)-1-(hydroxymethyl)prop-2-en-1-yl]carbamate;Carbamic acid, N-[(1R)-1-(hydroxymethyl)-2-propen-1-yl]-, 1,1-dimethylethyl ester
- CBNumber
- CB32546136
- Molecular Formula
- C9H17NO3
- Formula Weight
- 187.24
- MOL File
- 89985-86-4.mol
(R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate Property
- Boiling point:
- 302.9±35.0 °C(Predicted)
- Density
- 1.026±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 11.60±0.46(Predicted)
- Appearance
- Colorless to off-white Solid
- InChI
- InChI=1S/C9H17NO3/c1-5-7(6-11)10-8(12)13-9(2,3)4/h5,7,11H,1,6H2,2-4H3,(H,10,12)/t7-/m1/s1
- InChIKey
- HYVYNSIWYIWTCK-SSDOTTSWSA-N
- SMILES
- C(OC(C)(C)C)(=O)N[C@@H](CO)C=C
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- CS-W000577
- Product name
- (R)-tert-butyl(1-hydroxybut-3-en-2-yl)carbamate
- Packaging
- 100mg
- Price
- $259
- Updated
- 2021/12/16
- Product number
- 1883AQ
- Product name
- (R)-tert-butyl(1-hydroxybut-3-en-2-yl)carbamate
- Packaging
- 100mg
- Price
- $414.8
- Updated
- 2021/12/16
- Product number
- CCH0033074
- Product name
- (R)-TERT-BUTYL-(1-HYDROXYBUT-3-EN-2-YL)CARBAMATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $499.96
- Updated
- 2021/12/16
- Product number
- CM194718
- Product name
- tert-butyl(R)-(1-hydroxybut-3-en-2-yl)carbamate
- Purity
- 95%
- Packaging
- 1g
- Price
- $611
- Updated
- 2021/12/16
- Product number
- CD13001742
- Product name
- (R)-tert-Butyl(1-hydroxybut-3-en-2-yl)carbamate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $640
- Updated
- 2021/12/16
(R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate Chemical Properties,Usage,Production
Synthesis
115378-31-9
89985-86-4
General procedure for the synthesis of tert-butyl (R)-(1-hydroxybut-3-en-2-yl)carbamate from (R)-N-Boc-2,2-dimethyl-4-vinyl oxazolidine: vinyl oxazolidine 11 (500 mg, 2.2 mmol) was dissolved in ethanol (10 mL) under ice-bath cooling conditions, and p-toluenesulfonic acid monohydrate (42 mg, 0.22 mmol). The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the reaction was quenched with aqueous sodium bicarbonate and extracted with ethyl acetate (3 x 10 mL). The organic phases were combined, washed sequentially with saturated aqueous sodium bicarbonate (2 x 10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: hexane-ethyl acetate, v/v 9:1) to give 330 mg (80% yield) of colorless oily target compound. The 1H NMR and 13C NMR spectra of the product were in agreement with literature data [59]. Infrared spectra (ATR, cm?1) ν: 3344, 2998, 2932, 1692, 1522, 1366, 1171, 1053; 1H NMR (400 MHz, CDCl3) δ: 5.81 (m, 1H, =CH?), 5.25 (m, 2H, =CH2), 4.94 (br s, 1H, NH), 4.25 ( br s, 1H, CH?N), 3.65 (m, 2H, CH2?OH), 2.39 (br s, 1H, OH), 1.46 (s, 9H, Boc); 13C NMR (100 MHz, CDCl3) δ: 156.0, 135.4, 116.6, 79.8, 65.2, 54.7, 28.3; high-resolution mass spectra ( ESI): calculated value C9H17NO3Na [M+Na]+ m/z 210.1106, measured value 210.1109.
References
[1] Synthesis, 1994, # 12, p. 1463 - 1466
[2] Chemical Communications, 1999, # 3, p. 245 - 246
[3] Tetrahedron, 2018, vol. 74, # 38, p. 5392 - 5398
[4] Journal of Organic Chemistry, 2009, vol. 74, # 22, p. 8852 - 8855
[5] Synthesis, 1994, # 1, p. 31 - 33
(R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate Preparation Products And Raw materials
Raw materials
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