(R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

Base Information

• Chemical Name: (R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole
• CAS No.: 1370017-75-6
• Molecular Formula: C₁₇H₁₇F₂NO₂S
• Molecular Weight: 337.39
• Mol file: 1370017-75-6.mol

Synonyms:(R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

Chemical Property of (R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole

There total 3 articles about (R)-5-(2,6-difluorobenzyloxymethyl)-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: 60.0%

(R)-(5-methyl-3-(3-methyl-thiophen-2-yl)-4,5-dihydroisoxazol-5-yl)methanol (1370189-63-1) + 2,6-difluorobenzyl chloride (697-73-4) → (R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole (1370017-75-6,403640-27-7)

Guidance literature:

(R)-(5-methyl-3-(3-methyl-thiophen-2-yl)-4,5-dihydroisoxazol-5-yl)methanol; With sodium hydroxide; In tetrahydrofuran; at 40 ℃; for 0.5h;

2,6-difluorobenzyl chloride; In tetrahydrofuran; at 60 - 70 ℃; for 1.25h;

DOI:10.5012/bkcs.2012.33.1.297

Reference yield:

3-methyl-2-thiophenecarboxaldehdye (5834-16-2,699531-50-5) → (R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole (1370017-75-6,403640-27-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydroxylamine hydrochloride / methanol; water / 0.25 h / 10 - 15 °C

1.2: 0.25 h / 20 °C

2.1: N-chloro-succinimide / dichloromethane / 3.75 h / 10 - 40 °C

2.2: 12.5 h / 5 - 20 °C

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

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

4.2: 1.25 h / 60 - 70 °C

With N-chloro-succinimide; hydroxylamine hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; isopropyl alcohol;

DOI:10.5012/bkcs.2012.33.1.297

Reference yield:

N-hydroxy(3-methylthiophen-2-yl)methanimine (41056-90-0) → (R)-5-(2,6-difluorobenzyloxymethyl)-5-methyl-3-(3-methylthiophen-2-yl)-4,5-dihydroisoxazole (1370017-75-6,403640-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-chloro-succinimide / dichloromethane / 3.75 h / 10 - 40 °C

1.2: 12.5 h / 5 - 20 °C

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

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

3.2: 1.25 h / 60 - 70 °C

With N-chloro-succinimide; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; isopropyl alcohol;

DOI:10.5012/bkcs.2012.33.1.297

upstream raw materials:

3-methyl-2-thiophenecarboxaldehdye

(R)-(5-methyl-3-(3-methyl-thiophen-2-yl)-4,5-dihydroisoxazol-5-yl)methanol

2,6-difluorobenzyl chloride

N-hydroxy(3-methylthiophen-2-yl)methanimine