(R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

Base Information

Chemical Name:(R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate
CAS No.:1219366-93-4
Molecular Formula:C₂₂H₃₀N₂O₆
Molecular Weight:418.49
Hs Code.:

Synonyms:(R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

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Chemical Property of (R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

Chemical Property:

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Technology Process of (R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

There total 7 articles about (R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate 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:

: 1219366-51-4
methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

: 1219366-93-4
(R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

: 1219366-94-5
(S)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

Guidance literature:: With ChiralPak AS-H column; In n-heptane; isopropyl alcohol; Resolution of racemate;

Reference yield:

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

: 1219366-93-4
(R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 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 / 24 h / 60 °C

2: acetic acid; zinc / water; ethanol / 0.67 h / 20 °C

3: sodium hydrogencarbonate / water; tetrahydrofuran; dichloromethane / 7 h / 60 °C

4: Resolution of racemate

With sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/acs.jmedchem.7b00377

Reference yield:

: 1219366-50-3
methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-methyl-3-nitrobutanoate

: 1219366-93-4
(R)-methyl 2-(4-(but-2-yn-1-yloxy)benzamido)-3-((tert-butoxycarbonyl)amino)-3-methylbutanoate

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid; zinc / water; ethanol / 0.67 h / 20 °C

2: sodium hydrogencarbonate / water; tetrahydrofuran; dichloromethane / 7 h / 60 °C

3: Resolution of racemate

With sodium hydrogencarbonate; acetic acid; zinc; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/acs.jmedchem.7b00377