(E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester
CAS No.:198336-01-5
Molecular Formula:C₂₃H₄₂O₃Si
Molecular Weight:394.67
Hs Code.:

Synonyms:(E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester

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Chemical Property of (E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester

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Technology Process of (E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester

There total 10 articles about (E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester 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: 100.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 198336-00-4
(1R,5R,6R)-2-[6-(tert-butyldimethylsilanyloxymethyl)-5-isopropyl-2-methylcyclohex-2-enyl]acetaldehyde

: 198336-01-5
(E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 25 ℃;
DOI:10.1021/ja973000g

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 198336-01-5
(E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: H₂O₂, NaOH / methanol / 2 h / 0 °C

2: H₂ / PtO₂ / ethanol / 12 h / 25 °C

3: 1.) LDA / 2.) THF, from -78 to 0 deg C, 2 h

4: Et₃N / CH₂Cl₂ / 12 h

5: 93 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C

6: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

7: sodium naphthalenide / tetrahydrofuran / 0.5 h / 0 °C

8: 74 percent / propionic acid / 72 h / 170 °C

9: 97 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

10: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, from 0 to 25 deg C, 5 h

With sodium hydroxide; hydrogen; dihydrogen peroxide; L-Selectride; sodium naphthalenide; sodium hydride; diisobutylaluminium hydride; propionic acid; triethylamine; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/ja981062g

Reference yield:

: 39903-97-4
(S)-carvone oxide

: 198336-01-5
(E)-4-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / PtO₂ / ethanol / 12 h / 25 °C

2: 1.) LDA / 2.) THF, from -78 to 0 deg C, 2 h

3: Et₃N / CH₂Cl₂ / 12 h

4: 93 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C

5: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

6: sodium naphthalenide / tetrahydrofuran / 0.5 h / 0 °C

7: 74 percent / propionic acid / 72 h / 170 °C

8: 97 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

9: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, from 0 to 25 deg C, 5 h

With hydrogen; L-Selectride; sodium naphthalenide; sodium hydride; diisobutylaluminium hydride; propionic acid; triethylamine; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja981062g