Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester

Base Information

• Chemical Name: Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester
• CAS No.: 349487-61-2
• Molecular Formula: C₂₂H₃₈O₅Si
• Molecular Weight: 410.626
• Mol file: 349487-61-2.mol

Synonyms:

Chemical Property of Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester

There total 4 articles about Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-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:

tert-butyldimethylsilyl chloride (18162-48-6) + Acetic acid 2-[(2S,6S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester (349487-60-1) → Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester (349487-61-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(01)00258-7

Reference yield:

2-[(S)-6-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(Z)-ylidene]-ethanol (162089-63-6) → Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester (349487-61-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / pyridine / 1 h / 20 °C

2: 40 percent / CrO₃; pyridine / CH₂Cl₂ / 5.5 h

3: 62 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0 °C

4: imidazole / dimethylformamide / 1 h / 20 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)00258-7

Reference yield:

Acetic acid 2-[(S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(Z)-ylidene]-ethyl ester (349487-58-7) → Acetic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester (349487-61-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / CrO₃; pyridine / CH₂Cl₂ / 5.5 h

2: 62 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0 °C

3: imidazole / dimethylformamide / 1 h / 20 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)00258-7

upstream raw materials:

tert-butyldimethylsilyl chloride

Acetic acid 2-[(2S,6S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester

2-[(S)-6-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(Z)-ylidene]-ethanol

Acetic acid 2-[(S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(Z)-ylidene]-ethyl ester

Downstream raw materials:

2-[(2S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethanol

N-[(1R,2S,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-1-vinyl-cyclohex-3-enyl]-2,2,2-trichloro-acetamide

2,2,2-Trichloro-acetimidic acid 2-[(2S,6S)-2-(tert-butyl-dimethyl-silanyloxy)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(E)-ylidene]-ethyl ester