(S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:(S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester
CAS No.:208585-72-2
Molecular Formula:C₁₇H₂₃NO₃S
Molecular Weight:321.441
Hs Code.:

Synonyms:(S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

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Chemical Property of (S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

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Technology Process of (S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

There total 8 articles about (S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl 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: 86.0%

: 208585-70-0
(S)-3-(4-Methoxy-benzylsulfanyl)-2-(2-methoxy-6-pentyl-benzoylamino)-propionic acid methyl ester

: 208585-72-2
(S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Guidance literature:: With phosphorus pentachloride; In dichloromethane; at 0 - 20 ℃; for 0.5h;
DOI:10.1016/S0040-4039(98)00518-8

Reference yield:

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

: 208585-72-2
(S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: LDA / cyclohexane; tetrahydrofuran / 0.58 h / -78 - -48 °C

2: tetrahydrofuran; cyclohexane / 3.5 h / 20 °C

3: 81 percent / hydrogen / Pd/C / ethanol / 48 h / 20 °C

4: 100 percent / aq. NaOH / dimethylsulfoxide / 15 h / Heating

5: SOCl₂; DMF / 1,2-dichloro-ethane / 0.5 h / Heating

6: 2.18 g / pyridine / CH₂Cl₂ / 1 h / 20 °C

7: 86 percent / PCl₅ / CH₂Cl₂ / 20 °C

With pyridine; sodium hydroxide; thionyl chloride; phosphorus pentachloride; hydrogen; N,N-dimethyl-formamide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; cyclohexane; dimethyl sulfoxide; 1,2-dichloro-ethane; 1: Dehydrochlorination / 2: Condensation / 3: Catalytic hydrogenation / 4: Hydrolysis / 5: Substitution / 6: Acylation / 7: Cyclization;
DOI:10.1016/S0040-4020(99)00582-7

Reference yield:

: 81625-30-1
2-(ethoxycarbonyl)-3-methoxybenzyl chloride

: 208585-72-2
(S)-2-(2-Methoxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 79 percent / toluene / 72 h / Heating

2: LDA / cyclohexane; tetrahydrofuran / 0.58 h / -78 - -48 °C

3: tetrahydrofuran; cyclohexane / 3.5 h / 20 °C

4: 81 percent / hydrogen / Pd/C / ethanol / 48 h / 20 °C

5: 100 percent / aq. NaOH / dimethylsulfoxide / 15 h / Heating

6: SOCl₂; DMF / 1,2-dichloro-ethane / 0.5 h / Heating

7: 2.18 g / pyridine / CH₂Cl₂ / 1 h / 20 °C

8: 86 percent / PCl₅ / CH₂Cl₂ / 20 °C

With pyridine; sodium hydroxide; thionyl chloride; phosphorus pentachloride; hydrogen; N,N-dimethyl-formamide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; cyclohexane; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene; 1: Alkylation / 2: Dehydrochlorination / 3: Condensation / 4: Catalytic hydrogenation / 5: Hydrolysis / 6: Substitution / 7: Acylation / 8: Cyclization;
DOI:10.1016/S0040-4020(99)00582-7