3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate

Base Information

• Chemical Name: 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate
• CAS No.: 136667-89-5
• Molecular Formula: C₁₉H₂₅NO₄SSi
• Molecular Weight: 391.563
• Mol file: 136667-89-5.mol

Synonyms:3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate

Chemical Property of 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate

There total 2 articles about 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate 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: 52.0%

benzyl 2-cyanoacetate (14447-18-8) + 2-(trimethylsilyl)ethyl acetoacetate (17165-45-6) → 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate (136667-89-5)

Guidance literature:

With sulfur; diethylamine; In tert-butyl alcohol; at 70 ℃; for 22h;

DOI:10.1021/jo00025a044

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate (136667-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent Turnov_. / NaOAc

2: 52 percent / elemental sulfur (S₈), Et₂NH / 2-methyl-propan-2-ol / 22 h / 70 °C

With sulfur; sodium acetate; diethylamine; In tert-butyl alcohol;

DOI:10.1021/jo00025a044

Reference yield: 48.0%

3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-amino-4-methylthiophene-3,5-dicarboxylate (136667-89-5) + benzyl chloroformate (501-53-1,94274-21-2) → 3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-<<(phenylmethoxy)carbonyl>amino>-4-methylthiophene-3,5-dicarboxylate (136667-92-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 12h;

DOI:10.1021/jo00025a044

upstream raw materials:

benzyl 2-cyanoacetate

2-(trimethylsilyl)ethyl acetoacetate

2-(Trimethylsilyl)ethanol

Downstream raw materials:

3-benzyl 5-<2-(trimethylsilyl)ethyl> 2-<<(phenylmethoxy)carbonyl>amino>-4-methylthiophene-3,5-dicarboxylate

2-amino-5-<<(phenoxycarbonyl)amino>methyl>-4-methylthiophene-3-carboxylic acid

benzyl 2-<<(phenylmethoxy)carbonyl>amino>-5-(hydroxymethyl)-4-methylthiophene-3-carboxylate

2-<<(phenylmethoxy)carbonyl>amino>-4-methylthiophene-3,5-dicarboxylic acid 3-benzyl ester