4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone

Base Information

Chemical Name:4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone
CAS No.:194364-98-2
Molecular Formula:C₃₄H₄₆O₄Si
Molecular Weight:546.822
Hs Code.:

Synonyms:4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone

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Chemical Property of 4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone

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Technology Process of 4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone

There total 1 articles about 4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-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: 68.0%

: 194364-97-1
tert-Butyl-{2-[8-(4-methoxy-1,3-dimethyl-cyclohexa-2,4-dienyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-ethoxy}-diphenyl-silane

: 194364-98-2
4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone

Guidance literature:: With oxalic acid; In tetrahydrofuran; methanol; for 0.3h; Ambient temperature;
DOI:10.1021/jo9705475

Reference yield: 98.0%

: 194364-98-2
4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone

: (1R,4R)-4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enol

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 ℃; for 0.75h;
DOI:10.1021/jo9705475

Reference yield:

: 194364-98-2
4-{8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-2,4-dimethyl-cyclohex-2-enone

: {8-[(1R,2R)-2-(2-Chloro-ethyl)-1,3-dimethyl-cyclohex-3-enyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / NaBH₄ / tetrahydrofuran; methanol / 0.75 h / 0 °C

2: 85 percent / mercuric acetate, n-butyl vinyl ether / 3 h / Heating

3: 32 percent / NH₄Cl / 1,3,5-trimethyl-benzene / 17 h / 164 °C

4: 78 percent / NaBH₄ / ethanol / 0.83 h / Ambient temperature

5: 76 percent / CCl₄, PPh₃ / CH₂Cl₂ / 24 h / 19 °C

6: 100 percent / TBAF / tetrahydrofuran / 5 h / 20 °C

7: 1) (COCl)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 70 min, 2) CH₂Cl₂, -78 deg C -> -10 deg C, 2 h

With tetrachloromethane; sodium tetrahydroborate; oxalyl dichloride; -butyl vinyl ether; mercury(II) diacetate; tetrabutyl ammonium fluoride; ammonium chloride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,3,5-trimethyl-benzene;
DOI:10.1021/jo9705475