2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester

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Chemical Name:2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester
CAS No.:162084-40-4
Molecular Formula:C₂₄H₄₂O₄Si
Molecular Weight:422.681
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester

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Technology Process of 2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester

There total 8 articles about 2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl 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: 71.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 160147-03-5
2,2-Dimethyl-propionic acid 5-formyl-2,4,4-trimethyl-3-oxo-cyclohex-1-enyl ester

: 162084-40-4
2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester

Guidance literature:: With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -78 - 20 ℃; for 4h;
DOI:10.1021/ja9939439

Reference yield:

: 14092-31-0
1-ethyl-4-(tetrahydro-2-pyranyloxy)-2-butyn-1-ol

: 162084-40-4
2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / Lindlar's catalyst / hexane / 7 h / 20 °C

2: (COCl)2; DMSO / CH₂Cl₂ / 10 h / -78 - 20 °C

3: tetrahydrofuran / 1 h / -78 - 0 °C

4: tBuOK / diethyl ether / 3 h / 0 °C

5: CH₂Cl₂ / 20 °C

6: p-TsOH / methanol / 3 h / 20 °C

7: 92 percent / (COCl)2; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

8: 71 percent / DBU; DMAP / CH₂Cl₂ / 4 h / -78 - 20 °C

With dmap; oxalyl dichloride; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 1: Catalytic hydrogenation / 2: Swern oxidation / 3: Condensation / 4: Cyclization / 5: Esterification / 6: cleavage / 7: Swern oxidation / 8: Condensation;
DOI:10.1021/ja9939439

Reference yield:

: 87071-01-0
(Z)-6-(Tetrahydro-pyran-2-yloxy)-hex-4-en-3-ol

: 162084-40-4
2,2-Dimethyl-propionic acid 2,4,4-trimethyl-3-oxo-5-[1-triisopropylsilanyloxy-meth-(E)-ylidene]-cyclohex-1-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: (COCl)2; DMSO / CH₂Cl₂ / 10 h / -78 - 20 °C

2: tetrahydrofuran / 1 h / -78 - 0 °C

3: tBuOK / diethyl ether / 3 h / 0 °C

4: CH₂Cl₂ / 20 °C

5: p-TsOH / methanol / 3 h / 20 °C

6: 92 percent / (COCl)2; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

7: 71 percent / DBU; DMAP / CH₂Cl₂ / 4 h / -78 - 20 °C

With dmap; oxalyl dichloride; potassium tert-butylate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1: Swern oxidation / 2: Condensation / 3: Cyclization / 4: Esterification / 5: cleavage / 6: Swern oxidation / 7: Condensation;
DOI:10.1021/ja9939439