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ChemicalBook >> CAS DataBase List >>(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate

(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
tert-butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate;(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 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
Molecular Weight:
187.24
MDL Number:
MFCD07366803
MOL File:
91103-37-6.mol
MSDS File:
SDS
Last updated:2026-05-28 00:01:15
Product description Number Pack Size Price
(S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 308797 250.00mg $50
(S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 308797 1.00g $173
(S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 308797 5.00g $600
(S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 97%(stabilizedwithTBC) AA00H10K 100mg $16
(S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 97%(stabilizedwithTBC) AA00H10K 250mg $32

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

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338

(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 308797 (S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 91103-37-6 250.00mg $50 2026-05-19 Buy
Matrix Scientific 308797 (S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 91103-37-6 1.00g $173 2026-05-19 Buy
Matrix Scientific 308797 (S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 91103-37-6 5.00g $600 2026-05-19 Buy
aablocks AA00H10K (S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 97%(stabilizedwithTBC) 91103-37-6 100mg $16 2026-05-28 Buy
aablocks AA00H10K (S)-tert-Butyl (1-hydroxybut-3-en-2-yl)carbamate 97%(stabilizedwithTBC) 91103-37-6 250mg $32 2026-05-28 Buy
Product number Packaging Price Buy
308797 250.00mg $50 Buy
308797 1.00g $173 Buy
308797 5.00g $600 Buy
AA00H10K 100mg $16 Buy
AA00H10K 250mg $32 Buy

(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate Chemical Properties,Uses,Production

Synthesis

(S)-2,2-DIMETHYL-4-VINYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER

133625-87-3

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

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

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

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

(S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate 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 tert-butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate 91103-37-6
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