Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester

Base Information

• Chemical Name: Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester
• CAS No.: 210236-03-6
• Molecular Formula: C₃₀H₄₈O₃Si₂
• Molecular Weight: 512.88
• Mol file: 210236-03-6.mol

Synonyms:Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester

Chemical Property of Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester

There total 16 articles about Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl 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: 93.0%

acetic anhydride (108-24-7) + (Z)-5-[5-(tert-Butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-yn-1-ol (210235-98-6) → Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester (210236-03-6)

Guidance literature:

With pyridine; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00334-2

Reference yield:

(Z)-3-methylpent-2-en-4-ynol (6153-05-5,105-29-3) → Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester (210236-03-6)

Guidance literature:

Multi-step reaction with 6 steps

1: imidazole / dimethylformamide

2: Ph₃P, CuI, BuNH₂ / Pd(OAc)2 / benzene / 17.5 h / Ambient temperature

3: 94 percent / EtMgBr / tetrahydrofuran

4: 77 percent / 2,6-lutidine / CH₂Cl₂

5: 83 percent / Amberlyst 15E / methanol

6: 93 percent / pyridine

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; copper(l) iodide; Amberlyst 15E; ethylmagnesium bromide; N-butylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1055/s-1998-1683

Reference yield:

5-Trimethylsilyl-3-methyl-pent-1-en-4-in-3-ol (50516-66-0) → Acetic acid (Z)-5-[5-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-ynyl ester (210236-03-6)

Guidance literature:

Multi-step reaction with 8 steps

1: K₂CO₃, MeOH

2: H₂O, H₂SO₄

3: imidazole / dimethylformamide

4: Ph₃P, CuI, BuNH₂ / Pd(OAc)2 / benzene / 17.5 h / Ambient temperature

5: 94 percent / EtMgBr / tetrahydrofuran

6: 77 percent / 2,6-lutidine / CH₂Cl₂

7: 83 percent / Amberlyst 15E / methanol

8: 93 percent / pyridine

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; methanol; copper(l) iodide; Amberlyst 15E; sulfuric acid; ethylmagnesium bromide; water; potassium carbonate; N-butylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1055/s-1998-1683

upstream raw materials:

acetic anhydride

(Z)-5-[5-(tert-Butyl-dimethyl-silanyloxy)-6,6-dimethyl-5-(3-trimethylsilanylmethyl-but-3-en-1-ynyl)-cyclohex-1-enyl]-3-methyl-pent-2-en-4-yn-1-ol

(Z)-3-methylpent-2-en-4-ynol

3-methyl-1-penten-4-yn-3-ol