(4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide

Base Information

Chemical Name:(4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide
CAS No.:1268722-08-2
Molecular Formula:C₁₆H₁₈N₄O₅
Molecular Weight:346.343
Hs Code.:

Synonyms:(4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide

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Chemical Property of (4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide

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Technology Process of (4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide

There total 8 articles about (4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide 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: 64.0%

: 1268613-19-9
C₂₃H₂₄N₄O₅

: 1268722-08-2
(4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide

Guidance literature:: With 10% Pd/C; hydrogen; In methanol; at 20 ℃;
DOI:10.1248/cpb.58.1552

Reference yield:

: (4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-N-(benzyloxy)-2-(6,11-dihydrodibenzo[b,f][1,4]dioxocin-1-yl)-5-methyl-4,5-dihydrooxazole-4-carboxamide

: 1268722-08-2
(4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 5h; under 2844.39 Torr;
DOI:10.1021/acs.orglett.6b03671

Reference yield:

: 1058728-49-6
C₂₀H₁₉NO₅

: 1268722-08-2
(4S,5R)-N-(2-(1H-imidazol-4-yl)ethyl)-2-(2,3-dihydroxyphenyl)-N-hydroxy-5-methyl-4,5-dihydrooxazole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium trimethylsilonate / diethyl ether / 3 h / 20 °C / Inert atmosphere

2: potassium carbonate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 °C / 2844.39 Torr

With palladium 10% on activated carbon; potassium trimethylsilonate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; potassium carbonate; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/acs.orglett.6b03671