(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone

Base Information

Chemical Name:(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone
CAS No.:98497-47-3
Molecular Formula:C₃₂H₃₈O₃Si
Molecular Weight:498.737
Hs Code.:

Synonyms:(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone

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Chemical Property of (S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone

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Technology Process of (S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone

There total 7 articles about (S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone 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: 87.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 98497-46-2
S-(-)-4-hydroxy-2-(2-trityloxy-ethyl)-2-cyclopentenone

: 98497-47-3
(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/S0040-4020(01)96437-3

Reference yield:

: 34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6
(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one

: 98497-47-3
(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / LiAlH₄ / diethyl ether / 2 h / Heating

2: 45.4 percent / pyridine / 3 h / 50 °C

3: 96 percent / t-BuOOH, vanadyl acetylacetonate (vacac) / benzene / 1 h / Heating

4: 92 percent / pyridinium dichromate (PDC) / dimethylformamide / Ambient temperature

5: 98 percent / Et₃N / diethyl ether; CH₂Cl₂ / Ambient temperature

6: 56 percent / alumina / H₂O; diethyl ether / Ambient temperature

7: 87 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; aluminum oxide; lithium aluminium tetrahydride; dipyridinium dichromate; bis(acetylacetonate)oxovanadium; triethylamine; In pyridine; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)96437-3

Reference yield:

: 54483-54-4
(+)-2β-hydroxyethyl-3-cyclopenten-1β-ol

: 98497-47-3
(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(2-trityloxy-ethyl)-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 6 steps

1: 45.4 percent / pyridine / 3 h / 50 °C

2: 96 percent / t-BuOOH, vanadyl acetylacetonate (vacac) / benzene / 1 h / Heating

3: 92 percent / pyridinium dichromate (PDC) / dimethylformamide / Ambient temperature

4: 98 percent / Et₃N / diethyl ether; CH₂Cl₂ / Ambient temperature

5: 56 percent / alumina / H₂O; diethyl ether / Ambient temperature

6: 87 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; tert.-butylhydroperoxide; aluminum oxide; dipyridinium dichromate; bis(acetylacetonate)oxovanadium; triethylamine; In pyridine; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)96437-3