Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester
• CAS No.: 946168-12-3
• Molecular Formula: C₁₃H₁₄F₃NO₆S
• Molecular Weight: 369.318

Synonyms:Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester

Chemical Property of Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester

Chemical Property:

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Technology Process of Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester

There total 2 articles about Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester 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: 92.0%

trifluoromethylsulfonic anhydride (358-23-6) + [(R)-3-(3,4-Dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-yl]-methanol (263247-19-4) → Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester (946168-12-3)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.3987/com-99-s82

Reference yield:

N-hydroxy-3,4-dimethoxybenzenecarboximidoyl chloride (105363-12-0) → Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester (946168-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₂Zn; (R,R)-DIPT; 1,4-dioxane / CHCl₃ / 0 °C

2: 92 percent / Et₃N / CH₂Cl₂

With 1,4-dioxane; L-(+)-diisopropyl tartrate; diethylzinc; triethylamine; In dichloromethane; chloroform; 1: Cycloaddition / 2: Esterification;

DOI:10.3987/com-99-s82

Reference yield: 78.0%

acetic acid tert-butyl ester (540-88-5) + Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester (946168-12-3) → C4H9OCOCH2CH2CHCH2ONCC6H3(OCH3)2

Guidance literature:

acetic acid tert-butyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

Trifluoro-methanesulfonic acid (R)-3-(3,4-dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl ester; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at -78 ℃; Further stages.;

DOI:10.1016/j.ejmech.2006.12.030

upstream raw materials:

trifluoromethylsulfonic anhydride

[(R)-3-(3,4-Dimethoxy-phenyl)-4,5-dihydro-isoxazol-5-yl]-methanol

N-hydroxy-3,4-dimethoxybenzenecarboximidoyl chloride

Downstream raw materials:

(R)-3-(3,4-Dimethoxy-phenyl)-5-{2-[4-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-ylmethyl}-4,5-dihydro-isoxazole

(-)-(2S,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine

(2S,4S,6S)-(-)-2-(3,4-dimethoxyphenyl)-6-(4-hydroxybutyl)-piperidin-4-ol

(2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

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