(3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione

Base Information

Chemical Name:(3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione
CAS No.:1174460-55-9
Molecular Formula:C₁₈H₁₈N₂O₅
Molecular Weight:342.351
Hs Code.:

Synonyms:(3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione

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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 (3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione

Chemical Property:

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Technology Process of (3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione

There total 4 articles about (3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione 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: 58.0%

: (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanamido)-3-(3,4-dihydroxyphenyl)propanoate

: 1174460-55-9
(3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione

Guidance literature:: (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanamido)-3-(3,4-dihydroxyphenyl)propanoate; With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 2h;

With 4-methyl-morpholine; acetic acid; In iso-butanol; for 3h; Reflux;
DOI:10.2174/1570178612666150629181357

Reference yield:

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

: 1174460-55-9
(3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / 21 h / 0 - 20 °C

2.1: triethylamine; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide; acetonitrile / 7 h / 0 °C

3.1: hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C

3.2: 3 h / Reflux

With hydrogenchloride; thionyl chloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.2174/1570178612666150629181357

Reference yield:

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

: 1174460-55-9
(3S,6S)-3-(3,4-dihydroxybenzyl)-6-(4-hydroxybenzyl)piperazine-2,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide; acetonitrile / 7 h / 0 °C

2.1: hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C

2.2: 3 h / Reflux

With hydrogenchloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.2174/1570178612666150629181357