tert-butyl (R)-3-(hydroxymethyl)hexanoate

Product Name: tert-butyl (R)-3-(hydroxymethyl)hexanoate
CAS No.: 1928755-17-2
Chemical Name: tert-butyl (R)-3-(hydroxymethyl)hexanoate
Synonyms: Boisetan Impurity 51;Buvacitan impurity 2;Brivaracetam Impurity 6;tert-butyl (R)-3-(hydroxymethyl)hexanoate;(R)-tert-Butyl 3-(hydroxymethyl)hexanoate;(R)-tert-Butyl 3-(hydroxymethyl)hexanoate (Brivaracetam Impurity);Hexanoic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3R)-
CBNumber: CB43143999
Molecular Formula: C11H22O3
Formula Weight: 202.29
MOL File: 1928755-17-2.mol

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tert-butyl (R)-3-(hydroxymethyl)hexanoate Property

Boiling point:: 278.5±23.0 °C(Predicted)
Density: 0.956±0.06 g/cm3(Predicted)
pka: 14.78±0.10(Predicted)
InChI: InChI=1S/C11H22O3/c1-5-6-9(8-12)7-10(13)14-11(2,3)4/h9,12H,5-8H2,1-4H3/t9-/m1/s1
InChIKey: IBWYRBYPKZIRKL-SECBINFHSA-N
SMILES: C(OC(C)(C)C)(=O)C[C@H](CO)CCC

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Crysdot

Product number: CD13019350
Product name: (R)-tert-Butyl3-(hydroxymethyl)hexanoate
Purity: 97%
Packaging: 1g
Price: $591
Updated: 2021/12/16

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tert-butyl (R)-3-(hydroxymethyl)hexanoate Chemical Properties,Usage,Production

Uses

Tert-butyl (R)-3-(hydroxymethyl)hexanoate is employed in the biocatalytic route to the novel antiepileptic drug brivaracetam.

Synthesis

Sodium borohydride was slowly added to pre-cooled tetrahydrofuran at -5-0°C and stirred for 5 min. BF3-etherate (25.6 g) was slowly added to the reaction mixture at -5-0°C and stirred for 15 min at the same temperature. (R)-2-(2-(tert-butoxy)-2-oxoethyl)pentanoic acid (23 g) was added to the reaction mixture and stirred for 3 h. The reaction mixture was slowly quenched with water and raised the temperature of the reaction mixture to 25-30°C. Separated both the aqueous and organic layers and the aqueous layer was extracted with ethyl acetate. Combined the organic layers and washed with aqueous sodium chloride solution. Distilled off solvent completely from the organic layer to get tert-butyl (R)-3-(hydroxymethyl)hexanoate.Yield: 16.2 g.

tert-butyl (R)-3-(hydroxymethyl)hexanoate Preparation Products And Raw materials

Raw materials

Preparation Products

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1928755-17-2, tert-butyl (R)-3-(hydroxymethyl)hexanoateRelated Search:

Dihydro-4-propyl-2(3H)-furanone Brivaracetam (Racemate) Brivaracetam (R)-2-(2-(tert-butoxy)-2-oxoethyl)pentanoic acid (4S)-BrivaracetaM Brivaracetam (alfaR, 4R)-Isomer Brivaracetam (alfaR, 4S)-Isomer (Z)-2-propylhept-2-enal (R)-4-Propyldihydrofuran-2(3H)-one Brivaracetam Impurity 21 Brivaracetam Impurity 9 (R)-N-((S)-1-amino-1-oxobutan-2-yl)-3-(bromomethyl)hexanamide Brivaracetam Impurity 5 (R)-Ethyl 3-(bromomethyl)hexanoate Brivaracetam Impurity 10 Brivaracetam Impurity B Brivaracetam Impurity 11 Brivaracetam Impurity 14

Brivaracetam Impurity 6

(R)-tert-Butyl 3-(hydroxymethyl)hexanoate

Hexanoic acid, 3-(hydroxymethyl)-, 1,1-dimethylethyl ester, (3R)-

(R)-tert-Butyl 3-(hydroxymethyl)hexanoate (Brivaracetam Impurity)

Buvacitan impurity 2

tert-butyl (R)-3-(hydroxymethyl)hexanoate

Boisetan Impurity 51

1928755-17-2