ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

Base Information

Chemical Name:ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate
CAS No.:1219366-61-6
Molecular Formula:C₂₄H₃₂N₂O₆
Molecular Weight:444.528
Hs Code.:

Synonyms:ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

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Chemical Property of ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

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Technology Process of ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

There total 5 articles about ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate 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:

: 362705-53-1
4-(but-2-yn-1-yloxy)benzoic acid

: 1219366-60-5
ethyl (2S,3R)-2-amino-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

: 1219366-61-6
ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 1219366-59-2
ethyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-3-cyclopropyl-2-(dibenzylamino)propanoate

: 1219366-61-6
ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: palladium(II) hydroxide; hydrogen / ethanol / 12 h

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

With hydrogen; palladium(II) hydroxide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In ethanol; dichloromethane;
DOI:10.1021/acs.jmedchem.7b00377

Reference yield:

: 1219366-58-1
C₂HF₃O₂*C₂₂H₂₈N₂O₂

: 1219366-61-6
ethyl (2S,3R)-2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-cyclopropylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium carbonate / water; ethyl acetate / 24 h / 20 °C

2: palladium(II) hydroxide; hydrogen / ethanol / 12 h

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

With hydrogen; palladium(II) hydroxide; sodium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In ethanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/acs.jmedchem.7b00377