[(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide

Base Information

Chemical Name:[(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide
CAS No.:733744-01-9
Molecular Formula:C₃₀H₃₂O₄P₂
Molecular Weight:518.529
Hs Code.:

Synonyms:[(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide

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Chemical Property of [(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide

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Technology Process of [(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide

There total 5 articles about [(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide 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%

: 4559-70-0
Diphenylphosphine oxide

: 733744-00-8
di(2-furyl)((1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-en-2-yl)phosphine oxide

: 733744-01-9
[(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide

Guidance literature:: With potassium tert-butylate; In dimethyl sulfoxide; at 70 ℃; for 15h;
DOI:10.1021/jo030383u

Reference yield:

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 733744-01-9
[(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 90 percent / tetrahydrofuran / 14 h / 0 °C

2.1: iPr₂NEt; dppb / Pd(OAc)2 / toluene / 0.25 h / 60 °C

2.2: 58 percent / aq. H₂O₂ / toluene / 0.25 h / 25 °C

3.1: 70 percent / t-BuOK / dimethylsulfoxide / 15 h / 70 °C

With potassium tert-butylate; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; dimethyl sulfoxide; toluene;
DOI:10.1021/jo030383u

Reference yield:

: 108450-08-4
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-en-2-yl trifluoromethanesulfonate

: 733744-01-9
[(1R,2R,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl][di(2-furyl)]phosphine oxide

Guidance literature:: Multi-step reaction with 2 steps

1.1: iPr₂NEt; dppb / Pd(OAc)2 / toluene / 0.25 h / 60 °C

1.2: 58 percent / aq. H₂O₂ / toluene / 0.25 h / 25 °C

2.1: 70 percent / t-BuOK / dimethylsulfoxide / 15 h / 70 °C

With potassium tert-butylate; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; palladium diacetate; In dimethyl sulfoxide; toluene;
DOI:10.1021/jo030383u