(S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester

Base Information

• Chemical Name: (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester
• CAS No.: 1563182-55-7
• Molecular Formula: C₁₇H₂₄Cl₂O₂Si
• Molecular Weight: 359.368

Synonyms:(S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester

Chemical Property of (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester

Chemical Property:

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Technology Process of (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester

There total 4 articles about (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl 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: 49.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid (1563182-50-2) → (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester (1563182-55-7)

Guidance literature:

With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 40 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ml400528y

Reference yield:

2-(3,4-dichloro-phenyl)-pent-4-enoic acid methyl ester (173457-29-9) → (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester (1563182-55-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide; water / methanol / 10 h / Reflux

3.1: ethyl acetate / Resolution of racemate; Inert atmosphere

4.1: hydrogenchloride / ethyl acetate; water

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; pyridine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; water; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ml400528y

Reference yield:

C12H12Cl2O2*C8H11N (1563182-51-3) → (S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester (1563182-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethyl acetate; water

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; pyridine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1021/ml400528y

upstream raw materials:

2-(3,4-dichloro-phenyl)-pent-4-enoic acid methyl ester

C₁₂H₁₂Cl₂O₂*C₈H₁₁N

2-(Trimethylsilyl)ethanol

(S)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid

Downstream raw materials:

(S)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-oxobutanoate

2-((S)-2-((S)-2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-2-methyl butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

(S)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-4-(6-fluoro-1-methyl-2-oxo-1,2-dihydrospiro[benzo[d][1,3]oxazine-4,4'-piperidine]-1'-yl)-2-methylbutanoate

2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

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