(S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

Base Information

Chemical Name:(S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide
CAS No.:208586-04-3
Molecular Formula:C₃₃H₄₂N₂O₃SSi
Molecular Weight:574.86
Hs Code.:

Synonyms:(S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

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Chemical Property of (S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

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Technology Process of (S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

There total 7 articles about (S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide 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: 92.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 208585-76-6
(S)-2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

: 208586-04-3
(S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; for 2h;
DOI:10.1016/S0040-4039(98)00518-8

Reference yield:

: 110202-78-3
(2-ethoxycarbonyl-3-methoxybenzyl)triphenylphosphonium chloride

: 208586-04-3
(S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA; 2.) H₂; 3.) NaOH / 1.) THF, -48 deg C to rt., 3.5 h; 2.) Pd/C, EtOH, rt., 8 h; 3.) H₂O-DMSO, reflux, 12 h

2: SOCl₂ / dimethylformamide; 1,2-dichloro-ethane / 1 h / Heating

3: pyridine; CH₂Cl₂ / 1.5 h / 0 - 20 °C

4: 86 percent / phosphorus pentachloride / CH₂Cl₂ / 0.5 h / 0 - 20 °C

5: boron tribromide / CH₂Cl₂ / -78 deg C, 0.5 h, then rt., 4 h

6: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

7: 92 percent / imidazole / dimethylformamide / 2 h / 50 °C

With 1H-imidazole; sodium hydroxide; thionyl chloride; phosphorus pentachloride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; boron tribromide; triethylamine; lithium diisopropyl amide; In pyridine; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00518-8

Reference yield:

: 183621-71-8
2-Methoxy-6-pentyl-benzoic acid

: 208586-04-3
(S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂ / dimethylformamide; 1,2-dichloro-ethane / 1 h / Heating

2: pyridine; CH₂Cl₂ / 1.5 h / 0 - 20 °C

3: 86 percent / phosphorus pentachloride / CH₂Cl₂ / 0.5 h / 0 - 20 °C

4: boron tribromide / CH₂Cl₂ / -78 deg C, 0.5 h, then rt., 4 h

5: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

6: 92 percent / imidazole / dimethylformamide / 2 h / 50 °C

With 1H-imidazole; thionyl chloride; phosphorus pentachloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; boron tribromide; triethylamine; In pyridine; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00518-8