(1R,1'S,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol

Base Information

Chemical Name:(1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol
CAS No.:147424-84-8
Molecular Formula:C₃₂H₆₂O₄Si₂
Molecular Weight:567.013
Hs Code.:

Synonyms:(1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol

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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 (1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol

Chemical Property:

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Technology Process of (1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol

There total 13 articles about (1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol 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:

: 127665-56-9
2-<<(dimethyl-tert-butylsilyl)oxy>methyl>-2-methylcyclohexanone

: 147424-84-8
(1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol

Guidance literature:: Multi-step reaction with 12 steps

1: 1) LDA / 1) THF, -60 to -20 deg C, 1 h, 2) THF, -60 deg C, 15 min

2: aq. LiOH / tetrahydrofuran; methanol / Ambient temperature

3: 33 percent / NaOAc / acetic anhydride / 0.67 h / Heating

4: 99 percent / Ca(BH₄)2*(THF)x / propan-2-ol / Ambient temperature

5: 96 percent / pyridine / 1 h / 0 °C

6: 91 percent / p-TsOH*H₂O / 1.5 h / 0 °C

7: 97 percent / MeLi / diethyl ether / 0.25 h / -15 °C

9: NaHCO₃ / dimethylformamide / 48 h / Ambient temperature

11: PPTS / methanol / 48 h / 25 °C

12: NEt₃, 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; calcium borohydride; methyllithium; sodium acetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic anhydride; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 154822-12-5
<3-(tert-butyldimethylsiloxymethyl)-3-methyl-2-oxocyclohexyl>acetic acid

: 147424-84-8
(1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol

Guidance literature:: Multi-step reaction with 10 steps

1: 33 percent / NaOAc / acetic anhydride / 0.67 h / Heating

2: 99 percent / Ca(BH₄)2*(THF)x / propan-2-ol / Ambient temperature

3: 96 percent / pyridine / 1 h / 0 °C

4: 91 percent / p-TsOH*H₂O / 1.5 h / 0 °C

5: 97 percent / MeLi / diethyl ether / 0.25 h / -15 °C

7: NaHCO₃ / dimethylformamide / 48 h / Ambient temperature

9: PPTS / methanol / 48 h / 25 °C

10: NEt₃, 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dmap; calcium borohydride; methyllithium; sodium acetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In methanol; diethyl ether; dichloromethane; acetic anhydride; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 154822-11-4
ethyl <3-(tert-butyldimethylsiloxymethyl)-3-methyl-2-oxocyclohexyl>acetate

: 147424-84-8
(1R*,1'S*,6R,6'S*)-(Z,Z)-6,6'-bis(tert-butyldimethylsiloxymethyl)-6,6'-dimethyl-2,2'-butanediylidenedicyclohexanol

Guidance literature:: Multi-step reaction with 11 steps

1: aq. LiOH / tetrahydrofuran; methanol / Ambient temperature

2: 33 percent / NaOAc / acetic anhydride / 0.67 h / Heating

3: 99 percent / Ca(BH₄)2*(THF)x / propan-2-ol / Ambient temperature

4: 96 percent / pyridine / 1 h / 0 °C

5: 91 percent / p-TsOH*H₂O / 1.5 h / 0 °C

6: 97 percent / MeLi / diethyl ether / 0.25 h / -15 °C

8: NaHCO₃ / dimethylformamide / 48 h / Ambient temperature

10: PPTS / methanol / 48 h / 25 °C

11: NEt₃, 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; calcium borohydride; methyllithium; sodium acetate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic anhydride; N,N-dimethyl-formamide; isopropyl alcohol;