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

Base Information

Chemical Name:(S)-2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide
CAS No.:208585-76-6
Molecular Formula:C₁₇H₂₄N₂O₃S
Molecular Weight:336.455
Hs Code.:

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

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Chemical Property of (S)-2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

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Technology Process of (S)-2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide

There total 6 articles about (S)-2-(2-Hydroxy-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:

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

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

Guidance literature:: Multi-step reaction with 6 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

With 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

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

Guidance literature:: Multi-step reaction with 5 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

With 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

Reference yield:

: 2-Methoxy-6-pentyl-benzoyl chloride

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

Guidance literature:: Multi-step reaction with 4 steps

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

2: 86 percent / phosphorus pentachloride / CH₂Cl₂ / 0.5 h / 0 - 20 °C

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

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

With phosphorus pentachloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; boron tribromide; triethylamine; In pyridine; dichloromethane;
DOI:10.1016/S0040-4039(98)00518-8