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

Base Information

Chemical Name:(S)-3-(4-Methoxy-benzylsulfanyl)-2-(2-methoxy-6-pentyl-benzoylamino)-propionic acid methyl ester
CAS No.:208585-70-0
Molecular Formula:C₂₅H₃₃NO₅S
Molecular Weight:459.607
Hs Code.:

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

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Chemical Property of (S)-3-(4-Methoxy-benzylsulfanyl)-2-(2-methoxy-6-pentyl-benzoylamino)-propionic acid methyl ester

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Technology Process of (S)-3-(4-Methoxy-benzylsulfanyl)-2-(2-methoxy-6-pentyl-benzoylamino)-propionic acid methyl ester

There total 7 articles about (S)-3-(4-Methoxy-benzylsulfanyl)-2-(2-methoxy-6-pentyl-benzoylamino)-propionic 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:

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

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

Guidance literature:: Multi-step reaction with 6 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

With pyridine; sodium hydroxide; thionyl chloride; 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;
DOI:10.1016/S0040-4020(99)00582-7

Reference yield:

: 2-Methoxy-6-pentyl-benzoyl chloride

: (S)-2-Amino-3-(4-methoxy-benzylsulfanyl)-propionic acid methyl ester; hydrochloride

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

Guidance literature:: In pyridine; dichloromethane; at 0 - 20 ℃; for 1.5h; Yield given;
DOI:10.1016/S0040-4039(98)00518-8

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

With pyridine; sodium hydroxide; thionyl chloride; 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;
DOI:10.1016/S0040-4020(99)00582-7