4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

Base Information

Chemical Name:4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene
CAS No.:111724-21-1
Molecular Formula:C₂₂H₃₆O₃SSi
Molecular Weight:408.678
Hs Code.:

Synonyms:4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

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Chemical Property of 4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

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Technology Process of 4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

There total 9 articles about 4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene 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: 97.0%

: 90020-40-9,111724-20-0
4α,5α-dimethyl-4β-(E)-(2'-phenylsulphonyl)vinyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

: 111724-21-1
4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)88114-X

Reference yield:

: 497-03-0
2-methylbut-2-enal

: 111724-21-1
4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) hydroquinone; 2.) 2N HCl / 1.) 140 deg C, 14-18 h.; 2.) THF, 30 min.

2: 66 percent / p-TSA / benzene / Heating

3: 67 percent / thallium (III) nitrate trihydrate / tetrahydrofuran; methanol / 0.08 h / 0 °C

4: 77 percent / NaBH₄ / ethanol / 0 °C

5: 89 percent / pyridine, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

6: 75 percent / Tl(OCOCF₃)3 / tetrahydrofuran / 2 h / Ambient temperature

7: 92 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 5 min. then room temp.

8: 97 percent / LiHBEt₃ / tetrahydrofuran

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; lithium triethylborohydride; hydroquinone; thallium(III) nitrate; thallium(III) trifluoroacetate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)88114-X

Reference yield:

: 80267-24-9,87927-54-6
4β-formyl-4α,5α-dimethylcyclohex-2-enone

: 111724-21-1
4α,5α-dimethyl-4β-(2'-phenylsulphonyl)ethyl-1α-t-butyldimethylsilyloxycyclohex-2-ene

Guidance literature:: Multi-step reaction with 7 steps

1: 66 percent / p-TSA / benzene / Heating

2: 67 percent / thallium (III) nitrate trihydrate / tetrahydrofuran; methanol / 0.08 h / 0 °C

3: 77 percent / NaBH₄ / ethanol / 0 °C

4: 89 percent / pyridine, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

5: 75 percent / Tl(OCOCF₃)3 / tetrahydrofuran / 2 h / Ambient temperature

6: 92 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 5 min. then room temp.

7: 97 percent / LiHBEt₃ / tetrahydrofuran

With pyridine; dmap; sodium tetrahydroborate; n-butyllithium; lithium triethylborohydride; thallium(III) nitrate; thallium(III) trifluoroacetate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)88114-X