(S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone

Base Information

Chemical Name:(S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone
CAS No.:124177-03-3
Molecular Formula:C₁₅H₂₈O₃Si
Molecular Weight:284.471
Hs Code.:

Synonyms:(S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone

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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 (S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone

Chemical Property:

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Technology Process of (S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone

There total 1 articles about (S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone 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: 78.0%

: 106540-31-2
(+)-(S)-3-(tert-butyldimethylsiloxy)-2,2-dimethylcyclohexanone

: 109-94-4
formic acid ethyl ester

: 124177-03-3
(S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone

Guidance literature:: With methanol; sodium hydride; In toluene; mineral oil; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol901963v

Reference yield:

: 1193365-52-4
C₂₇H₃₃BiCl₂O₆

: 124177-03-3
(S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone

: 1193365-53-5
C₂₄H₃₈O₅Si

: 1193365-71-7
C₂₄H₃₈O₅Si

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol901963v

Reference yield:

: 124177-03-3
(S)-3-(tert-butyldimethylsilyloxy)-6-formyl-2,2-dimethylcyclohexanone

: 124263-09-8
(1'R,2'R)-1-(3-furyl)-2-(2'-hydroxy-2',6',6'-trimethylcyclohexyl)-1-ethanone

Guidance literature:: Multi-step reaction with 15 steps

1: p-toluenesulfonic acid / benzene / 2 h / Heating

2: NaBH₄ / aq. ethanol; tetrahydrofuran / 1.5 h / 0 - 4 °C

3: cadmium carbonate, mercuric chloride / aq. ethanol / 0.05 h / Heating

4: 100 percent / NaBH₄ / aq. ethanol; tetrahydrofuran / 1 h / 0 - 5 °C

5: 85 percent / propionic acid / 2 h / 130 - 140 °C

6: 67 percent / 46percent hydrofluoric acid / acetonitrile / 4 h / Ambient temperature

7: 79 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

8: 90 percent / lithium tetrahydridoaluminate / diethyl ether / 4 h / 0 °C

9: m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 12 h / -78 deg C to room temperature

10: 1.) LiAlH₄ 2.) p-toluenesulfonyl chloride, pyridine / 1.) ether, 3 h, room temperature 2.) 12 h, room temperature

11: 79 percent / sodium metaperiodate, ruthenium oxide / acetonitrile; CCl₄ / 12 h / Ambient temperature; phosphate buffer (pH=7)

12: 90 percent / 46percent hydrofluoric acid / acetonitrile / 3 h / Ambient temperature

13: 87 percent / trifluoromethanesulfonyl chloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 0 °C

14: 93 percent / H₂, acetic acid / platinum oxide / 24 h / 22800 Torr

15: 28 percent / n-butyllithium / tetrahydrofuran / -78 - 0 °C

With pyridine; 1H-imidazole; dmap; ruthenium(IV) oxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; cadmium(II) carbonate; trifluoromethane sulfonyl chloride; hydrogen fluoride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; propionic acid; p-toluenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; platinum(IV) oxide; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;