(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

Base Information

Chemical Name:(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone
CAS No.:91994-26-2
Molecular Formula:C₃₂H₃₈O₃Si
Molecular Weight:498.737
Hs Code.:

Synonyms:(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

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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 (4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

Chemical Property:

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Technology Process of (4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

There total 4 articles about (4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-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:

: 91994-23-9
C₁₁H₁₅BrO₃

: 91994-26-2
(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / LiAlH(OMe)3 / tetrahydrofuran / 1.) -100 deg C, 30 min; 2.) -78 deg C, 30 min

2: 1.) DBU; 2.) NaH, HMPA, n-Bu₄NI; 3.) 10percent HCl / 1.) toluene, reflux; 2.) THF, 50 deg C; 3.) THF

3: 1.) 10percent NaOH, 30percent H₂O₂; 2.) BF₃*Et₂O / 1.) MeOH, 0 deg C, 48 h; 2.) CH₂Cl₂, 0 deg C, 45 min

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; boron trifluoride diethyl etherate; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium (hydro)trimethoxyaluminate; In tetrahydrofuran;
DOI:10.1021/ja00333a053

Reference yield:

: 91994-24-0
(1S,4R)-7-((S)-1-Benzyloxy-ethyl)-bicyclo[2.2.1]hept-5-en-2-one

: 91994-26-2
(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 10percent NaOH, 30percent H₂O₂; 2.) BF₃*Et₂O / 1.) MeOH, 0 deg C, 48 h; 2.) CH₂Cl₂, 0 deg C, 45 min

With sodium hydroxide; boron trifluoride diethyl etherate; dihydrogen peroxide;
DOI:10.1021/ja00333a053

Reference yield:

: 91994-22-8
<1R-(αR^*,1α,4α,5α,7S^*)>-5-bromo-α-methylspiroheptane-2,2'-<1,3>dioxolane>-7-methanol

: 91994-26-2
(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) DBU; 2.) NaH, HMPA, n-Bu₄NI; 3.) 10percent HCl / 1.) toluene, reflux; 2.) THF, 50 deg C; 3.) THF

2: 1.) 10percent NaOH, 30percent H₂O₂; 2.) BF₃*Et₂O / 1.) MeOH, 0 deg C, 48 h; 2.) CH₂Cl₂, 0 deg C, 45 min

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; boron trifluoride diethyl etherate; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1021/ja00333a053