(4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate

Base Information

Chemical Name:(4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate
CAS No.:1314387-90-0
Molecular Formula:C₃₁H₂₅F₆NO₇
Molecular Weight:637.532
Hs Code.:

Synonyms:(4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate

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Chemical Property of (4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate

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Technology Process of (4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate

There total 7 articles about (4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate 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: 71.0%

: 1314387-66-0
bis(2,2,2-trifluoroethyl) (5S,6R,9S)-6-(naphthalene-2-yl)-4-oxo-2-phenyl-9-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7,7-dicarboxylate

: 1568-65-6
bis(cyclohexanyl)borane

: 1314387-90-0
(4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate

Guidance literature:: bis(2,2,2-trifluoroethyl) (5S,6R,9S)-6-(naphthalene-2-yl)-4-oxo-2-phenyl-9-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7,7-dicarboxylate; bis(cyclohexanyl)borane; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; for 4h; Inert atmosphere;
DOI:10.1021/ja309003x DOI:10.1021/ja309003x

Reference yield: 71.0%

: 1314387-66-0
bis(2,2,2-trifluoroethyl) (5S,6R,9S)-6-(naphthalene-2-yl)-4-oxo-2-phenyl-9-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7,7-dicarboxylate

: 1314387-90-0
(4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate

Guidance literature:: bis(2,2,2-trifluoroethyl) (5S,6R,9S)-6-(naphthalene-2-yl)-4-oxo-2-phenyl-9-vinyl-3-oxa-1-azaspiro[4.4]non-1-ene-7,7-dicarboxylate; With bis(cyclohexanyl)borane; In tetrahydrofuran; for 16h; Inert atmosphere;

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; for 4h; Inert atmosphere;
DOI:10.1002/anie.201101684

Reference yield:

: 66-99-9
β-naphthaldehyde

: 1314387-90-0
(4aS,7R,7aS)-bis(2,2,2-trifluoroethyl) 7a-benzamido-7-(naphthalen-2-yl)-1-oxohexahydrocyclopenta[c]pyran-6,6(1H)-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium acetate; acetic anhydride / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

2.1: trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium(0) chloroform complex / toluene / 16 h / 20 °C / Inert atmosphere

3.1: bis(cyclohexanyl)borane / tetrahydrofuran / 16 h / Inert atmosphere

3.2: 4 h / Inert atmosphere

With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(cyclohexanyl)borane; sodium acetate; acetic anhydride; In tetrahydrofuran; toluene;
DOI:10.1002/anie.201101684