(6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde

Base Information

Chemical Name:(6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
CAS No.:1644047-92-6
Molecular Formula:C₃₆H₂₈F₄O₃
Molecular Weight:584.61
Hs Code.:

Synonyms:(6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde

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Chemical Property of (6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde

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Technology Process of (6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde

There total 3 articles about (6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde 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: 70.0%

: 93614-80-3,66223-54-9
3-(3-methylphenyl)prop-2-en-1-al

: 1644047-80-2
(E)-3-(5-fluoro-2-hydroxyphenyl)-1-(4-(trifluoromethyl)phenyl)prop-2-en-1-one

: 1644047-92-6
(6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde

Guidance literature:: 3-(3-methylphenyl)prop-2-en-1-al; With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; In chloroform; at 20 ℃; for 0.166667h; Schlenk technique;

(E)-3-(5-fluoro-2-hydroxyphenyl)-1-(4-(trifluoromethyl)phenyl)prop-2-en-1-one; With triethylamine; In chloroform; at 20 ℃; for 72h; enantioselective reaction; Schlenk technique;
DOI:10.1002/ejoc.201402159

Reference yield:

: 347-54-6
5-fluoro-2-hydroxybenzaldehyde

: 1644047-92-6
(6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol; water

2.1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine / chloroform / 0.17 h / 20 °C / Schlenk technique

2.2: 72 h / 20 °C / Schlenk technique

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; sodium hydroxide; In ethanol; chloroform; water; 2.2: |Michael Addition;
DOI:10.1002/ejoc.201402159

Reference yield:

: 709-63-7
1-(4-trifluoromethylphenyl)ethanone

: 1644047-92-6
(6R,6aS,9S,10S,10aS)-2-fluoro-6,9-di(m-tolyl)-10-[4-(trifluoromethyl)benzoyl]-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol; water

2.1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine / chloroform / 0.17 h / 20 °C / Schlenk technique

2.2: 72 h / 20 °C / Schlenk technique

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; sodium hydroxide; In ethanol; chloroform; water; 2.2: |Michael Addition;
DOI:10.1002/ejoc.201402159