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

Base Information

• Chemical Name: Acetic acid 2-[(S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(Z)-ylidene]-ethyl ester
• CAS No.: 349487-58-7
• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.364
• Mol file: 349487-58-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about Acetic acid 2-[(S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(Z)-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: 97.0%

acetic anhydride (108-24-7) + 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-[(S)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methyl-cyclohex-3-en-(Z)-ylidene]-ethyl ester (349487-58-7)

Guidance literature:

With pyridine; at 20 ℃; for 1h;

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

Reference yield:

(S)-1-{(S)-6-[2-Hydroxy-eth-(Z)-ylidene]-3-methyl-cyclohex-3-enyl}-ethane-1,2-diol → 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)

Guidance literature:

Multi-step reaction with 2 steps

1: 11.8 g / DL-camphorsulfonic acid / acetone / 0.25 h / 20 °C

2: 97 percent / pyridine / 1 h / 20 °C

With pyridine; camphor-10-sulfonic acid; In acetone;

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

Reference yield:

Acetic acid (1S,8aS)-3-hydroxy-7-methyl-3,5,8,8a-tetrahydro-1H-isochromen-1-ylmethyl ester (349487-57-6) → 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)

Guidance literature:

Multi-step reaction with 3 steps

1: LiAlH₄ / diethyl ether / 5 h / Heating

2: 11.8 g / DL-camphorsulfonic acid / acetone / 0.25 h / 20 °C

3: 97 percent / pyridine / 1 h / 20 °C

With pyridine; lithium aluminium tetrahydride; camphor-10-sulfonic acid; In diethyl ether; acetone;

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

upstream raw materials:

acetic anhydride

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

Acetic acid (1S,8aS)-3-hydroxy-7-methyl-3,5,8,8a-tetrahydro-1H-isochromen-1-ylmethyl ester

Downstream raw materials:

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

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