(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

Base Information

Chemical Name:(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime
CAS No.:91994-31-9
Molecular Formula:C₃₂H₄₁NO₃Si
Molecular Weight:515.768
Hs Code.:

Synonyms:(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

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Chemical Property of (2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

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Technology Process of (2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

There total 5 articles about (2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime 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%

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

: 92076-90-9
(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

: 91994-31-9
(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

Guidance literature:: With hydroxylamine hydrochloride;
DOI:10.1021/ja00333a053

Reference yield:

: 91994-23-9
C₁₁H₁₅BrO₃

: 91994-31-9
(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

Guidance literature:: Multi-step reaction with 5 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

5: 70 percent / hydroxylamine hydrochloride

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; boron trifluoride diethyl etherate; hydroxylamine hydrochloride; 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

: 91994-31-9
(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

Guidance literature:: Multi-step reaction with 3 steps

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

3: 70 percent / hydroxylamine hydrochloride

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