4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

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Chemical Name:4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone
CAS No.:179949-79-2
Molecular Formula:C₂₃H₄₂O₃Si₂
Molecular Weight:422.756
Hs Code.:

Synonyms:4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

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Chemical Property of 4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

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Technology Process of 4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

There total 12 articles about 4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-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: 62.0%

: 179949-78-1
8-(tert-Butyl-dimethyl-silanyloxy)-6-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-1,4-dioxa-spiro[4.5]dec-6-ene

: 179949-79-2
4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

Guidance literature:: With oxalic acid; at 25 ℃; for 0.333333h;
DOI:10.1016/0040-4039(96)00962-8

Reference yield:

: 179949-74-7
2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enone

: 179949-79-2
4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1: 33 percent / TsOH, molecular sieves 4 A / benzene

2: 1.) n-BuLi; 2.) ZnBr₂ / 3.) 5 molpercent Pd(PPh₃)4 / 1.) -78 deg C; -78 - 25 deg C; 3.) DMF, 25 deg C, 6 h

3: 62 percent / 10percent aq oxalic acid on silica gel / 0.33 h / 25 °C

With n-butyllithium; 4 A molecular sieve; oxalic acid; toluene-4-sulfonic acid; zinc dibromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene;
DOI:10.1016/0040-4039(96)00962-8

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 179949-79-2
4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-1-(tert-butyl-dimethyl-silanyloxymethyl)-buta-1,3-dienyl]-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 6 steps

1: DBU / benzene / 1 h

2: I₂, pyridine / CCl₄ / 14 h

3: NaBH₄, CeCl₃*7H₂O / methanol / 0.17 h / -20 °C

4: Et₃N / 14 h

6: 1.) (COCl)2; 2.) Et₃N / 1.) DMSO, -60 deg C, 2 h; 2.) -60 - 25 deg C

With pyridine; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; tetrachloromethane; benzene;
DOI:10.1016/0040-4039(96)00962-8