(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

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(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

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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.

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N-Bromosuccinimide Price

ChemScene

Product number: CS-0089891
Product name: tert-Butyl(S)-(1-hydroxybut-3-en-2-yl)carbamate
Packaging: 1g
Price: $460
Updated: 2021/12/16

American Custom Chemicals Corporation

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

American Custom Chemicals Corporation

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

ChemScene

Product number: CS-0089891
Product name: tert-Butyl(S)-(1-hydroxybut-3-en-2-yl)carbamate
Packaging: 5g
Price: $1470
Updated: 2021/12/16

Crysdot

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

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(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

Preparation Products

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91103-37-6, (S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamateRelated Search:

(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate

tert-butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate

CarbaMic acid, [(1S)-1-(hydroxyMethyl)-2-propenyl]-, 1,1-diMethylethylester

(s)-2-(boc-amino)-2-vinyl-ethanol

Carbamic acid, N-[(1S)-1-(hydroxymethyl)-2-propen-1-yl]-, 1,1-dimethylethyl ester

tert-butyl [(1S)-1-(hydroxymethyl)prop-2-en-1-yl]carbamate

tert-butyl N-[(1S)-1-(hydroxymethyl)allyl]carbamate

tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate,97%(stabilized with MEHQ)

(S)-2-(Boc-amino)-3-buten-1-ol

91103-37-6