(2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran

Base Information

• Chemical Name: (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran
• CAS No.: 176242-54-9
• Molecular Formula: C₃₁H₃₃O₃PSi
• Molecular Weight: 512.66
• Mol file: 176242-54-9.mol

Synonyms:(2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran

Chemical Property of (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran

There total 5 articles about (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran 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:

benzoyl chloride (98-88-4) → (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran (176242-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Et₃N, DMAP

2: 2.) LDA / 2.) -78 degC

With dmap; triethylamine; lithium diisopropyl amide;

DOI:10.1016/0040-4039(96)00049-4

Reference yield:

(1R,2S)-3-Diphenylphosphinoyl-1-phenylpropane-1,2-diol (165611-45-0) → (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran (176242-54-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) SOCl₂; 2.) DBU / 1.) Et₃N

2: LiAlH₄

3: 94 percent / Et₃N, DMAP

4: 2.) LDA / 2.) -78 degC

With dmap; lithium aluminium tetrahydride; thionyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium diisopropyl amide;

DOI:10.1016/0040-4039(96)00049-4

Reference yield:

(S)-(E)-3-Diphenylphosphinoyl-1-phenylprop-2-en-1-ol (176242-43-6) → (2R,3R,5S)-2,5-Diphenyl-3-diphenylphosphinoyl-2-trimethylsilyloxytetrahydrofuran (176242-54-9)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄

2: 94 percent / Et₃N, DMAP

3: 2.) LDA / 2.) -78 degC

With dmap; lithium aluminium tetrahydride; triethylamine; lithium diisopropyl amide;

DOI:10.1016/0040-4039(96)00049-4

upstream raw materials:

chloro-trimethyl-silane

(S)-1-Phenyl-3-diphenylphosphinoylpropan-1-yl benzoate

benzoyl chloride

(1R,2S)-3-Diphenylphosphinoyl-1-phenylpropane-1,2-diol

Downstream raw materials:

phenyl[(1S,2S)-2-phenylcyclopropyl]methanone

(1R,2R)-(2-Phenylcyclopropyl)phenylmethanone