(S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate

Base Information

Chemical Name:(S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate
CAS No.:445306-58-1
Molecular Formula:C₃₁H₅₁O₆PSi₂
Molecular Weight:606.887
Hs Code.:

Synonyms:(S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate

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Technology Process of (S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate

There total 5 articles about (S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate 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: 84.0%

: 994-30-9
triethylsilyl chloride

: 683-08-9
Diethyl methylphosphonate

: 220351-82-6
(S)-3-((tert-butyldiphenylsilyl)oxy)dihydrofuran-2(3H)-one

: 445306-58-1
(S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate

Guidance literature:: Diethyl methylphosphonate; (S)-3-((tert-butyldiphenylsilyl)oxy)dihydrofuran-2(3H)-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

triethylsilyl chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1021/jo026743f

Reference yield:

: 994-30-9
triethylsilyl chloride

: [3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-2-oxo-pentyl]-phosphonic acid diethyl ester

: 445306-58-1
(S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1016/S0040-4039(02)00472-0

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 445306-58-1
(S)-diethyl [3-(tert-butyldiphenylsilanyloxy)-2-oxo-5-triethylsilanyloxy-pentyl]phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 °C

2.2: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.3: 84 percent / tetrahydrofuran; hexane / -78 - 20 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo026743f