(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

Base Information

Chemical Name:(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide
CAS No.:115364-81-3
Molecular Formula:C₁₄H₁₈N₂O₅
Molecular Weight:294.307
Hs Code.:

Synonyms:(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

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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 (R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

Chemical Property:

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Technology Process of (R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

There total 5 articles about (R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide 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: 76.0%

: 115364-80-2
(R)-N-<2-(benzyloxacarbonyl)-1-oxoethyl>-3-amino-4-phenyl-N'-(benzyloxy)-N'-methylbutanamide

: 115364-81-3
(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 4h; Ambient temperature;
DOI:10.1021/jm00117a025

Reference yield:

: 101555-61-7
(R)-3-t-butoxycarbonylamino-4-phenylbutyric acid

: 115364-81-3
(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

Guidance literature:: Multi-step reaction with 4 steps

1: 52.4 percent / triethylamine, 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CHCl₃ / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

2: 75 percent / CH₂Cl₂ / 1 h / 0 °C

3: 39 percent / triethylamine, 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CHCl₃ / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

4: 76 percent / hydrogen / 10percent Pd on charcoal / methanol / 4 h / Ambient temperature

With hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; chloroform;
DOI:10.1021/jm00117a025

Reference yield:

: 115313-19-4
1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-4-phenyl-2-butanone

: 115364-81-3
(R)-N-(2-carboxy-1-oxoethyl)-3-amino-4-phenyl-N'-hydroxy-N'-methylbutanamide

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / Ag₂O, Na₂CO₃, Na₂S₂O₃*5H₂O / H₂O; dioxane / 1 h / Heating

2: 52.4 percent / triethylamine, 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CHCl₃ / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

3: 75 percent / CH₂Cl₂ / 1 h / 0 °C

4: 39 percent / triethylamine, 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide / CHCl₃ / 1.) 0 deg C, 1 h, 2.) room temperature, overnight

5: 76 percent / hydrogen / 10percent Pd on charcoal / methanol / 4 h / Ambient temperature

With hydrogen; sodium carbonate; sodium thiosulfate; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; silver(l) oxide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; chloroform; water;
DOI:10.1021/jm00117a025