methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate

Base Information

Chemical Name:methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate
CAS No.:1276668-02-0
Molecular Formula:C₂₂H₂₀N₂O₄
Molecular Weight:376.412
Hs Code.:

Synonyms:methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate

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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 (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate

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Technology Process of methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate

There total 6 articles about methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate 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: 88.0%

: 728878-27-1
4-[(4'-aminophenyl)buta-1,3-diyn-1-yl]benzoic acid

: 3373-59-9
L-threonine methyl ester

: 1276668-02-0
methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; Inert atmosphere;

Reference yield: 67.0%

: 728878-24-8
(2S,3R)-2-(4-ethynylbenzoylamino)-3-hydroxybutanoic acid methyl ester

: 14235-81-5
4-Ethynylaniline

: 1276668-02-0
methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate

Guidance literature:: With pyridine; copper diacetate; In methanol; at 20 ℃; for 18h;
DOI:10.1016/j.bmc.2010.12.017

Reference yield:

: 75867-41-3
4-trimethylsilanylethynyl-benzoic acid methyl ester

: 1276668-02-0
methyl (2S,3R)-2-{4'-[(4''-aminophenyl)buta-1',3'-diynyl]benzamido}-3-hydroxy-butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; methanol / 3 h / 20 °C / Inert atmosphere

2.1: pyridine / copper diacetate / methanol / 24 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide; methanol / 1 h / 20 °C / Reflux

3.2: pH 2

4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

With pyridine; methanol; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; copper diacetate; In methanol; N,N-dimethyl-formamide;