5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester

Base Information

Chemical Name:5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester
CAS No.:220861-66-5
Molecular Formula:C₂₀H₁₉N₃O₅
Molecular Weight:381.388
Hs Code.:

Synonyms:5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester

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Chemical Property of 5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester

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Technology Process of 5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester

There total 1 articles about 5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester 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: 70.0%

: 2009-97-4
ethyl 2-diazo-3-oxobutanoate

: 65854-93-5
N-(4-formylphenyl)benzamide

: 220861-66-5
5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester

Guidance literature:: ethyl 2-diazo-3-oxobutanoate; With titanium tetrachloride; triethylamine; In dichloromethane; at -78 ℃; for 1h;

N-(4-formylphenyl)benzamide; In dichloromethane; at -78 ℃;
DOI:10.1021/jo9818834

Reference yield: 100.0%

: 220861-66-5
5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester

: 220861-72-3
5-(4-benzoylamino-phenyl)-3-oxo-tetrahydro-furan-2-carboxylic acid ethyl ester

Guidance literature:: dirhodium tetraacetate; In benzene; Heating;
DOI:10.1021/jo9818834

Reference yield:

: 220861-66-5
5-(4-benzoylamino-phenyl)-2-diazo-5-hydroxy-3-oxo-pentanoic acid ethyl ester

: N-[4-((2S,4R,5S)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-phenyl]-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / Rh₂(OAc)4 / benzene / Heating

2: Et₃N / CH₂Cl₂ / 20 °C

3: DIBAL / CH₂Cl₂ / -78 - 0 °C

4: Et₃N; Et₃N*3HF / tetrahydrofuran / 0 °C

5: 84 percent / NaBH(OAc)3; CH₃CO₂H / acetonitrile / 0 °C

With sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; triethylamine tris(hydrogen fluoride); triethylamine; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; acetonitrile; benzene; 1: Cyclization / 2: silylation / 3: Reduction / 4: desilylation / 5: Reduction;
DOI:10.1021/jo9818834