(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate
- Product Name
- (S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate
- CAS No.
- 91103-37-6
- Chemical Name
- (S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate
- Synonyms
- (S)-2-(Boc-amino)-3-buten-1-ol;(s)-2-(boc-amino)-2-vinyl-ethanol;(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate;tert-butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate;tert-butyl N-[(1S)-1-(hydroxymethyl)allyl]carbamate;tert-butyl [(1S)-1-(hydroxymethyl)prop-2-en-1-yl]carbamate;tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate,97%(stabilized with MEHQ);CarbaMic acid, [(1S)-1-(hydroxyMethyl)-2-propenyl]-, 1,1-diMethylethylester;Carbamic acid, N-[(1S)-1-(hydroxymethyl)-2-propen-1-yl]-, 1,1-dimethylethyl ester
- CBNumber
- CB22505862
- Molecular Formula
- C9H17NO3
- Formula Weight
- 187.24
- MOL File
- 91103-37-6.mol
(S)-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.
- Storage temp. 2-8°C
- pka
- 11.60±0.46(Predicted)
- Appearance
- Colorless to off-white Solid-Liquid Mixture
- optical activity
- -29.5° (c=1.00 g/100ml, CHCL3)
- 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-/m0/s1
- InChIKey
- HYVYNSIWYIWTCK-ZETCQYMHSA-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-0089891
- Product name
- tert-Butyl(S)-(1-hydroxybut-3-en-2-yl)carbamate
- Packaging
- 1g
- Price
- $460
- Updated
- 2021/12/16
- Product number
- CCH0030946
- Product name
- (S)-TERT-BUTYL 1-HYDROXYBUT-3-EN-2-YLCARBAMATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.23
- Updated
- 2021/12/16
- Product number
- CCH0030946
- Product name
- (S)-TERT-BUTYL 1-HYDROXYBUT-3-EN-2-YLCARBAMATE
- Purity
- 95.00%
- Packaging
- 0.25G
- Price
- $541
- Updated
- 2021/12/16
- Product number
- CS-0089891
- Product name
- tert-Butyl(S)-(1-hydroxybut-3-en-2-yl)carbamate
- Packaging
- 5g
- Price
- $1470
- Updated
- 2021/12/16
- Product number
- CD13001482
- Product name
- (S)-tert-Butyl(1-hydroxybut-3-en-2-yl)carbamate
- Purity
- 95%
- Packaging
- 1g
- Price
- $396
- Updated
- 2021/12/16
(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate Chemical Properties,Usage,Production
Synthesis
133625-87-3
91103-37-6
General procedure for the synthesis of tert-butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate from tert-butyl (S)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate: To a methanol (83 mL) solution of tert-butyl (S)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate (1.90 g, 8.36 mmol) at 0 °C was added tert-butyl (S)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate (1.80 g, 8.36 mmol). ) solution was added to p-toluenesulfonic acid monohydrate (0.80 g, 4.2 mmol). The reaction mixture was slowly warmed to room temperature and stirred overnight. After the reaction was completed, the reaction mixture was diluted with saturated NaHCO3 solution and then concentrated. The mixture was extracted with ethyl acetate and the organic layer was sequentially washed twice with saturated aqueous NaHCO3 solution and then with brine. The organic layer was dried with Na2SO4, filtered and concentrated to afford the target product tert-butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate as a colorless oil (1.187 g, 76% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 5.81 (1H, m), 5.25 (2H, m), 4.90 (1H, m), 4.25 (1H, br s), 3.67 (2H, m), 1.45 (9H, s) ppm.
References
[1] Patent: US2014/121198, 2014, A1. Location in patent: Paragraph 0645; 0647
[2] Patent: WO2015/26818, 2015, A1. Location in patent: Page/Page column 44
[3] Patent: WO2015/157257, 2015, A1. Location in patent: Page/Page column 37; 38
[4] Patent: US2015/361094, 2015, A1. Location in patent: Paragraph 0354
[5] Tetrahedron Asymmetry, 2001, vol. 12, # 6, p. 817 - 819
(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate Preparation Products And Raw materials
Raw materials
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