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

Base Information

• Chemical Name: 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
• CAS No.: 199801-74-6
• Molecular Formula: C₂₂H₃₆Cl₃NO₄Si
• Molecular Weight: 512.977
• Mol file: 199801-74-6.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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:

trichloroacetonitrile (545-06-2) + 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 (199801-73-5) → 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 (199801-74-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.75h;

DOI:10.1021/jo9713924

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) → 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 (199801-74-6)

Guidance literature:

Multi-step reaction with 6 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

5: 147 mg / potassium carbonate / methanol / 0.25 h / 20 °C

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.75 h / 0 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 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) → 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 (199801-74-6)

Guidance literature:

Multi-step reaction with 5 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

4: 147 mg / potassium carbonate / methanol / 0.25 h / 20 °C

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.75 h / 0 °C

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; N,N-dimethyl-formamide;

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

upstream raw materials:

trichloroacetonitrile

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

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:

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