tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

Base Information

Chemical Name:tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate
CAS No.:1070764-21-4
Molecular Formula:C₃₂H₃₇F₆NO₅
Molecular Weight:629.64
Hs Code.:

Synonyms:tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

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Chemical Property of tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

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Technology Process of tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

There total 10 articles about tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate 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%

: 1070764-19-0
ethyl 2-(3,5-bis(trifluoromethyl)phenyl)-2-diazoacetate

: 1070764-15-6
tert-butyl (3aR,4R,5S,7aS)-5-hydroxy-4-(2-methylphenyl)octahydro-2H-isoindole-2-carboxylate

: 1070764-21-4
tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

Guidance literature:: With dirhodium tetraacetate; In benzene; at 85 ℃; for 8h;
DOI:10.1021/jm400751p

Reference yield:

: diethyl (1SR,2SR,3RS,4SR)-3-(2-methylphenyl)-4-hydroxycyclohexane-1,2-dicarboxylate

: 1070764-21-4
tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: CHIRACEL AD column / hexane; isopropyl alcohol / Resolution of racemate

2: lithium borohydride / tetrahydrofuran / 12 h / 0 - 75 °C / Inert atmosphere

3: 2,6-dimethylpyridine / dichloromethane; acetonitrile / 41 h / 20 °C

4: ethanol / 3 h / 140 °C / Sealed tube

5: 10 wt% Pd(OH)2 on carbon; hydrogen / ethanol / 16 h / 20 °C / 2585.81 Torr

6: dichloromethane / 20 °C

7: dirhodium tetraacetate / benzene / 8 h / 85 °C

With 2,6-dimethylpyridine; dirhodium tetraacetate; lithium borohydride; 10 wt% Pd(OH)2 on carbon; hydrogen; In tetrahydrofuran; ethanol; hexane; dichloromethane; isopropyl alcohol; acetonitrile; benzene;
DOI:10.1021/jm400751p

Reference yield:

: 1070764-13-4
(3aR,4R,5S,7aS)-2-benzyl-5-hydroxy-4-(2-methylphenyl)octahydro-1H-isoindole

: 1070764-21-4
tert-butyl (3aR,4R,5S,7aS)-5-{1-[3,5-bis(trifluoromethyl)phenyl]-2-ethoxy-2-oxoethoxy}-4-(2-methylphenyl)-octahydro-2H-isoindole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 10 wt% Pd(OH)2 on carbon; hydrogen / ethanol / 16 h / 20 °C / 2585.81 Torr

2: dichloromethane / 20 °C

3: dirhodium tetraacetate / benzene / 8 h / 85 °C

With dirhodium tetraacetate; 10 wt% Pd(OH)2 on carbon; hydrogen; In ethanol; dichloromethane; benzene;
DOI:10.1021/jm400751p