3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone

Base Information

• Chemical Name: 3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone
• CAS No.: 122844-86-4
• Molecular Formula: C₂₆H₄₂O₅Si
• Molecular Weight: 462.702
• Mol file: 122844-86-4.mol

Synonyms:3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone

Chemical Property of 3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone

There total 7 articles about 3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone 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:

tert-butyldimethylsilyl chloride (18162-48-6) + 5-(2-Dimethoxymethyl-6-methoxy-benzyl)-2,4,4-trimethyl-cyclohexane-1,3-dione (122844-97-7) → 3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone (122844-86-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Yield given;

DOI:10.1016/S0040-4020(01)91209-8

Reference yield:

m-anisaldehyde dimethyl acetal (59276-28-7) → 3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone (122844-86-4)

Guidance literature:

Multi-step reaction with 6 steps

2: K₂CO₃ / methanol; H₂O / 7 h / Ambient temperature

3: PCC, NaOAc / CH₂Cl₂ / Ambient temperature

4: 1. LDA / 1. THF, -78 deg C, 1.5 h, 2. THF, a.) -78 deg C, 1.5 h, b.) 0 deg C, 1.5 h

5: t-BuOK / diethyl ether / 4 h / Ambient temperature

6: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With potassium tert-butylate; sodium acetate; potassium carbonate; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4020(01)91209-8

Reference yield:

6-Bromo-4-hexen-3-yl acetate (122844-93-3) → 3-(tert-Butyl-dimethyl-silanyloxy)-5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,6,6-trimethyl-cyclohex-2-enone (122844-86-4)

Guidance literature:

Multi-step reaction with 6 steps

2: K₂CO₃ / methanol; H₂O / 7 h / Ambient temperature

3: PCC, NaOAc / CH₂Cl₂ / Ambient temperature

4: 1. LDA / 1. THF, -78 deg C, 1.5 h, 2. THF, a.) -78 deg C, 1.5 h, b.) 0 deg C, 1.5 h

5: t-BuOK / diethyl ether / 4 h / Ambient temperature

6: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With potassium tert-butylate; sodium acetate; potassium carbonate; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4020(01)91209-8

upstream raw materials:

tert-butyldimethylsilyl chloride

5-(2-Dimethoxymethyl-6-methoxy-benzyl)-2,4,4-trimethyl-cyclohexane-1,3-dione

m-anisaldehyde dimethyl acetal

6-Bromo-4-hexen-3-yl acetate

Downstream raw materials:

tert-Butyl-{5-(2-dimethoxymethyl-6-methoxy-benzyl)-3-[1-methoxy-meth-(Z)-ylidene]-2,4,4-trimethyl-cyclohex-1-enyloxy}-dimethyl-silane

tert-Butyl-{5-(2-dimethoxymethyl-6-methoxy-benzyl)-2,4,4-trimethyl-3-[1-phenylsulfanyl-meth-(Z)-ylidene]-cyclohex-1-enyloxy}-dimethyl-silane

(1S,9S,10S)-4,9-Dimethoxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,4,6,11-tetraen-13-one

3-Methoxy-2-(2,2,3,4-tetramethyl-5-oxo-cyclohex-3-enylmethyl)-benzaldehyde