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

Base Information

Chemical Name:[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetic acid ethyl ester
CAS No.:198335-99-8
Molecular Formula:C₂₁H₄₀O₃Si
Molecular Weight:368.632
Hs Code.:

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

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

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

There total 8 articles about [(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetic 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: 74.0%

: 78-39-7
Triethyl orthoacetate

: 198335-98-7
(1S,4R,5R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enol

: 198335-99-8
[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetic acid ethyl ester

Guidance literature:: In propionic acid; at 170 ℃; for 72h;
DOI:10.1021/ja973000g

Reference yield:

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

: 198335-99-8
[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 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

With sodium hydroxide; hydrogen; dihydrogen peroxide; L-Selectride; sodium naphthalenide; 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

: 198335-99-8
[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 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

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