5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene

Base Information

Chemical Name:5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene
CAS No.:171504-34-0
Molecular Formula:C₃₁H₄₈O₄SSi
Molecular Weight:544.871
Hs Code.:

Synonyms:5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene

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Chemical Property of 5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene

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Technology Process of 5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene

There total 8 articles about 5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene 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: 80.0%

: 152455-13-5
1-methyl-2,5-cyclohexadiene-1-carboxaldehyde

: 171504-26-0
5-tert-Butyldimethylsilyloxymethyl-1-phenylsulfonylmethyl-2,6,6-trimethylcyclohex-1-ene

: 171504-34-0
5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene

Guidance literature:: With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/0040-4020(95)00565-P

Reference yield:

: 144067-40-3
Acetic acid 5-formyl-2,6,6-trimethyl-cyclohex-1-enylmethyl ester

: 171504-34-0
5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaBH₄ / methanol / 0 °C

2.1: DMAP; Et₃N / CH₂Cl₂ / 0 - 20 °C

3.1: DIBAL-H / diethyl ether / 0 °C

4.1: 95 percent / pyridine; Bu₃P / 9 h / 20 °C

5.1: oxone / tetrahydrofuran; methanol; H₂O / 4 h / 20 °C

6.1: DMAP; Et₃N / CH₂Cl₂ / 20 °C

7.1: LDA / tetrahydrofuran; hexane / 0.5 h / 0 °C

7.2: tetrahydrofuran; hexane / 1 h / -78 °C

With pyridine; dmap; Oxone; sodium tetrahydroborate; tributylphosphine; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1.1: Reduction / 2.1: Etherification / 3.1: Reduction / 4.1: Substitution / 5.1: Oxidation / 6.1: Etherification / 7.1: Metallation / 7.2: Substitution;
DOI:10.1039/b005727o

Reference yield:

: 144066-82-0
Acetic acid 2-isopropenyl-3-methyl-but-2-enyl ester

: 171504-34-0
5-tert-butyldimethylsiloxymethyl-1-<2-hydroxy-2-(1-methyl-2,5-cyclohexadien-1-yl)-1-phenylsulfonylethyl>-2,6,6-trimethyl-1-cyclohexene

Guidance literature:: Multi-step reaction with 8 steps

1.1: 82 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

2.1: NaBH₄ / methanol / 0 °C

3.1: DMAP; Et₃N / CH₂Cl₂ / 0 - 20 °C

4.1: DIBAL-H / diethyl ether / 0 °C

5.1: 95 percent / pyridine; Bu₃P / 9 h / 20 °C

6.1: oxone / tetrahydrofuran; methanol; H₂O / 4 h / 20 °C

7.1: DMAP; Et₃N / CH₂Cl₂ / 20 °C

8.1: LDA / tetrahydrofuran; hexane / 0.5 h / 0 °C

8.2: tetrahydrofuran; hexane / 1 h / -78 °C

With pyridine; dmap; Oxone; sodium tetrahydroborate; tributylphosphine; boron trifluoride diethyl etherate; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; 1.1: Cycloaddition / 2.1: Reduction / 3.1: Etherification / 4.1: Reduction / 5.1: Substitution / 6.1: Oxidation / 7.1: Etherification / 8.1: Metallation / 8.2: Substitution;
DOI:10.1039/b005727o