methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate

Base Information

Chemical Name:methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate
CAS No.:1418029-45-4
Molecular Formula:C₁₉H₁₉NO₆
Molecular Weight:357.363
Hs Code.:

Synonyms:methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate

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Technology Process of methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate

There total 3 articles about methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate 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: 84.5%

: 1418029-45-4
methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate

Guidance literature:: With triethanolamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 16.5h;

Reference yield: 34.7%

: 7400-08-0,50940-26-6
p-Coumaric Acid

: 1421-65-4
L-dopa methyl ester hydrochloride

: 1418029-45-4
methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate

Guidance literature:: p-Coumaric Acid; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

L-dopa methyl ester hydrochloride; With triethylammonium acetate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1248/bpb.b17-00303

Reference yield:

: 59-92-7,90638-38-3
levodopa

: 1418029-45-4
methyl 3-(3,4-dihydroxyphenyl)-(2S)-2-((2E)-3-(4-hydroxyphenyl)acrylamido)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: thionyl chloride / 8 h / Reflux; Inert atmosphere

2.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere

With thionyl chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/bpb.b17-00303