Cyclohexanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-(1-hydroxyethyl)-2,2-dimethyl-

Base Information

Chemical Name:Cyclohexanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-(1-hydroxyethyl)-2,2-dimethyl-
CAS No.:139118-53-9
Molecular Formula:C₁₆H₃₂O₃Si
Molecular Weight:300.514
Hs Code.:

Synonyms:

Suppliers and Price of Cyclohexanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-(1-hydroxyethyl)-2,2-dimethyl-

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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 Cyclohexanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-(1-hydroxyethyl)-2,2-dimethyl-

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

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Hazard Codes:

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Technology Process of Cyclohexanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-(1-hydroxyethyl)-2,2-dimethyl-

There total 1 articles about Cyclohexanone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-(1-hydroxyethyl)-2,2-dimethyl- 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:

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

: 75-07-0,9002-91-9
acetaldehyde

: 123427-43-0
(3S)-3-(t-Butyldimethylsiloxy)-6-ethylidene-2,2-dimethylcyclohexanone

: 139118-53-9
(3S)-3-(t-Butyldimethylsiloxy)-6-(1-hydroxyethyl)-2,2-dimethylcyclohexanone

Guidance literature:: With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1) THF/hexane, -78 degC, 30 min, 2) THF, -78 degC, 1 h;

Reference yield:

: 139118-53-9
(3S)-3-(t-Butyldimethylsiloxy)-6-(1-hydroxyethyl)-2,2-dimethylcyclohexanone

: 96890-26-5
Glycinoeclepin A Bis-(p-bromophenacyl) Ester

Guidance literature:: Multi-step reaction with 29 steps

1: Et₃N / tetrahydrofuran / 1a) 0 to 5 degC, 2 h, 1b) r.t., 1 h

2: 56.0 g / DBU / tetrahydrofuran / 1 h / 50 °C

3: 88 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / 0 - 5 °C

4: 98.1 percent / toluene-p-sulphonic acid monohydrate / Ambient temperature

5: 96 percent / Bu₄NF / tetrahydrofuran / 4 h / Heating

6: 70 percent / N-iodosuccinimide / acetonitrile / 12 h / Ambient temperature

7: 95 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene / 24 h / Heating

8: 1) 9-borabicyclo<3.3.1>nonane, 2) aq. NaOH, 35percent aq. H₂O₂ / 1) THF, r.t., 2 h, 2) 30 - 60 degC, 1 h

9: 1) oxalyl dichloride, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -60 to -50 degC, 1 h, 2) to -10 degC, 1 h 10 min

10: 13.9 g / tetrahydrofuran / 1 h / -78 °C

11: 90 percent / imidazole, DMAP / dimethylformamide / Ambient temperature

12: 75 percent / OsO₄, NaIO₄ / diethyl ether; H₂O / 13 h / Heating

14: 84 percent / 60percent NaH / tetrahydrofuran / 15 h / Ambient temperature

15: 8.37 g / Ca(BH₄)2 / ethanol / 2.5 h / Ambient temperature

16: 8.50 g / Et₃N / CH₂Cl₂ / 3.5 h / Ambient temperature

17: 94 percent / Bu₄NBr, diisopropylethylamine / CH₂Cl₂ / 120 h / Heating

18: 93 percent / MeLi / diethyl ether; diethyl ether / 0.5 h / -20 °C

19: 1) oxalyl dichloride, DMSO, 2) Et₃N / 1a) CH₂Cl₂, -78 degC, 15 min, 1b) 30 min, 2a) -78 degC, 30 min, 2b) -10 to -5 deg C, 30 min

20: 3.92 g / NaH₂PO₄, NaClO₂, 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1 h / Ambient temperature

21: 3.24 g / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature

22: 83 percent / pyridinium toluene-p-sulphonate, H₂O / methanol / 48 h / Ambient temperature

23: 1) oxalyl chloride, DMSO, 2) Et₃N / 1a) CH₂Cl₂, -78 degC, 15 min, 1b) 2 h, 2) -5 to 0 degC, 30 min

24: 99 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 14 h / Ambient temperature

25: 1) Me₂CuLi / 1) THF/Et₂O, -78 degC, 8 h, 2) Et₂O, 0 degC, 2 h

26: 82 percent / pyridine, SOCl₂ / 1.5 h / -20 °C

27: 92 percent / tetrabutylammonium hydroxide, aq. LiOH / tetrahydrofuran / 30 h / Ambient temperature

28: 1) LiBF₄, 2) tris(dimethylamino)sulphonium difluorotrimethylsiliconate / 1) MeCN, 50 degC, 24 h, 2) MeCN, r.t., 4 h

29: 95 percent / diisopropylethylamine / acetonitrile / 1 h

With pyridine; 1H-imidazole; dmap; lithium hydroxide; sodium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium periodate; sodium dihydrogenphosphate; N-iodo-succinimide; osmium(VIII) oxide; lithium tetrafluoroborate; 9-borabicyclo[3.3.1]nonane dimer; thionyl chloride; calcium borohydride; 2-methyl-but-2-ene; oxalyl dichloride; lithium dimethylcuprate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; tetra(n-butyl)ammonium hydroxide; tris(dimethylamino)sulfonium trimethylsilyldifluoride; water; methyllithium; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 139118-53-9
(3S)-3-(t-Butyldimethylsiloxy)-6-(1-hydroxyethyl)-2,2-dimethylcyclohexanone

: 123427-44-1
(1S,3R)-3-(1-Ethoxyethoxy)-4-ethylidene-2,2-dimethylcyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran / 1a) 0 to 5 degC, 2 h, 1b) r.t., 1 h

2: 56.0 g / DBU / tetrahydrofuran / 1 h / 50 °C

3: 88 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / 0 - 5 °C

4: 98.1 percent / toluene-p-sulphonic acid monohydrate / Ambient temperature

5: 96 percent / Bu₄NF / tetrahydrofuran / 4 h / Heating

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethanol;