N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide

Base Information

Chemical Name:N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide
CAS No.:1400221-81-9
Molecular Formula:C₂₃H₂₅NO₇S
Molecular Weight:459.52
Hs Code.:

Synonyms:N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide

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Chemical Property of N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide

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Technology Process of N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide

There total 6 articles about N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide 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: 72.0%

: 607361-22-8
2-acetoxy-3-(3,4-methylenedioxyphenyl)propanoic acid

: 16741-80-3
S-benzyl-L-cysteine methyl ester hydrochloride

: 1400221-81-9
N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide

Guidance literature:: 2-acetoxy-3-(3,4-methylenedioxyphenyl)propanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.25h;

S-benzyl-L-cysteine methyl ester hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.ejmech.2012.07.016

Reference yield:

: 143815-53-6
C₁₀H₈O₅

: 1400221-81-9
N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic anhydride / 6 h / 20 °C

2.1: 10% Pd/C; hydrogen / methanol / 24 h / 20 °C / 760.05 Torr

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 20 °C

3.2: 2 h / 20 °C

With 10% Pd/C; hydrogen; acetic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;
DOI:10.1016/j.ejmech.2012.07.016

Reference yield:

: 100-39-0
benzyl bromide

: 1400221-81-9
N-((R)-3-benzylthio-1-methoxy-1-oxo-2-propanyl)-2-acetoxy-3-(3,4-methylenedioxyphenyl)propanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol / 1 h / 20 °C

2.1: thionyl chloride / 6 h / 0 - 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 20 °C

3.2: 2 h / 20 °C

With thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In ethanol; dichloromethane;
DOI:10.1016/j.ejmech.2012.07.016