(S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

Base Information

Chemical Name:(S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole
CAS No.:1370017-74-5
Molecular Formula:C₁₇H₁₇F₂NO₂S
Molecular Weight:337.39
Hs Code.:

Synonyms:(S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

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Chemical Property of (S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

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Technology Process of (S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

There total 5 articles about (S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

: 1315306-08-1
(S)-(5-methyl-3-(3-methyl-thiophen-2-yl)-4,5-dihydroisoxazol-5-yl)methanol

: 697-73-4
2,6-difluorobenzyl chloride

: 1370017-74-5,403640-27-7
(S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

Guidance literature:: (S)-(5-methyl-3-(3-methyl-thiophen-2-yl)-4,5-dihydroisoxazol-5-yl)methanol; With sodium hydroxide; In tetrahydrofuran; at 40 ℃; for 0.25h;

2,6-difluorobenzyl chloride; In tetrahydrofuran; at 70 ℃; for 4h;
DOI:10.1039/c7ob02722b

Reference yield:

: (E)-tert-butyl 2-methyl-4-(3-methyl-thiophen-2-yl)-4-oxobut-2-enoate

: 1370017-74-5,403640-27-7
(S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-[2,5-bis(trifluoromethyl)benzyl]-2-[(S)-hydroxy(6-methoxyquinolin-4-yl)methyl]-8-vinyl-1-azoniabicyclo[2.2.2]octane bromide; hydroxylamine; caesium carbonate / water; tert-butyl methyl ether / 24 h / -20 °C

2.1: sodium tetrahydroborate / ethanol / 24 h / 20 °C

3.1: sodium hydroxide / tetrahydrofuran / 0.25 h / 40 °C

3.2: 4 h / 70 °C

With sodium tetrahydroborate; 1-[2,5-bis(trifluoromethyl)benzyl]-2-[(S)-hydroxy(6-methoxyquinolin-4-yl)methyl]-8-vinyl-1-azoniabicyclo[2.2.2]octane bromide; hydroxylamine; caesium carbonate; sodium hydroxide; In tetrahydrofuran; ethanol; tert-butyl methyl ether; water;
DOI:10.1039/c7ob02722b

Reference yield:

: 869638-43-7
4,5-dihydro-5-methyl-3-{(3-methylthiophene-2-yl)-isoxazole-5-yl}methanol

: 1370017-74-5,403640-27-7
(S)-5-[(2,6-difluorobenzyloxy)methyl]-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: (R,R)WHELK-O₁ / hexane; isopropyl alcohol

2.1: sodium hydroxide / tetrahydrofuran / 0.5 h / 40 °C

2.2: 1.25 h / 60 - 70 °C

With sodium hydroxide; In tetrahydrofuran; hexane; isopropyl alcohol;
DOI:10.5012/bkcs.2012.33.1.297