(1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene

Base Information

Chemical Name:(1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene
CAS No.:1335248-32-2
Molecular Formula:C₂₁H₂₃O₄P
Molecular Weight:370.385
Hs Code.:

Synonyms:(1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene

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Chemical Property of (1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene

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Technology Process of (1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene

There total 4 articles about (1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene 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: 78.0%

: 1335248-31-1
(3aS,7aS)-7-(diphenylphosphinoyl)-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[1,3]dioxole

: 1335248-32-2
(1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene

Guidance literature:: With lithium tert-butyl hydroperoxide; In toluene; at 0 - 20 ℃; for 16h;
DOI:10.1002/adsc.201100273

Reference yield:

: 67451-62-1,82683-92-9,132958-32-8,130792-45-9
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene

: 1335248-32-2
(1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene

Guidance literature:: Multi-step reaction with 4 steps

1: 5% Rh/C; hydrogen / methanol / 2 h / 25 °C / 1050.11 Torr

2: toluene-4-sulfonic acid / acetone / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / toluene / 44 h / 80 °C

4: lithium tert-butyl hydroperoxide / toluene / 16 h / 0 - 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 5% Rh/C; lithium tert-butyl hydroperoxide; hydrogen; caesium carbonate; toluene-4-sulfonic acid; In methanol; acetone; toluene;
DOI:10.1002/adsc.201100273

Reference yield:

: 174817-06-2
cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohex-3-ene

: 1335248-32-2
(1aS,3aS,6aS,6bR)-6b-(diphenylphosphinoyl)-5,5-dimethylhexahydro-1,4,6-trioxacyclopropa[e]indene

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / acetone / 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / toluene / 44 h / 80 °C

3: lithium tert-butyl hydroperoxide / toluene / 16 h / 0 - 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium tert-butyl hydroperoxide; caesium carbonate; toluene-4-sulfonic acid; In acetone; toluene;
DOI:10.1002/adsc.201100273