Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate

Base Information

Chemical Name:Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate
CAS No.:86499-31-2
Molecular Formula:C17H22N2O7
Molecular Weight:366.371
Hs Code.:
DSSTox Substance ID:DTXSID20604044
Wikidata:Q82501738

Synonyms:86499-31-2;Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate;SCHEMBL10500092;DTXSID20604044;SVTSUGNXHXMMFU-UHFFFAOYSA-N;diethyl 2-acetamido-2-(o-nitrophenethyl)malonate

Suppliers and Price of Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate

Chemical Property:

XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:10
Exact Mass:366.14270105
Heavy Atom Count:26
Complexity:512

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)C(CCC1=CC=CC=C1[N+](=O)[O-])(C(=O)OCC)NC(=O)C

Technology Process of Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate

There total 1 articles about Diethyl acetamido[2-(2-nitrophenyl)ethyl]propanedioate 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: 81.0%

: 16793-89-8
(2-bromoethyl)-2-nitrobenzene

: 1068-90-2
2-acetylaminomalonic acid diethyl ester

: 86499-31-2
ethyl 2-(acetylamino)-2-(ethoxycarbonyl)-4-(2-nitrophenyl)butanoate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1021/ja953578v

Reference yield:

: 86499-31-2
ethyl 2-(acetylamino)-2-(ethoxycarbonyl)-4-(2-nitrophenyl)butanoate

: 2-[2-(3-tert-Butoxycarbonylamino-4-hydroxy-butyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: HCl, AcOH / 9 h / Heating

2: SOCl₂ / 6 h / Ambient temperature

3: CH₂Cl₂ / 36 h / Ambient temperature

4: 63 percent / LiBH₄ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) RT, 48 h

5: 98 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 760 Torr / Ambient temperature

6: 2.) NaBH₃CN, 3.) H₂ / 3.) Pd/C

7: 2 N aq. KOH / methanol / 24 h / Ambient temperature

8: DCC / acetonitrile / 1.) 0 deg C, 1 h, 2.) RT, 2 h

With hydrogenchloride; potassium hydroxide; lithium borohydride; thionyl chloride; hydrogen; sodium cyanoborohydride; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/ja953578v

Reference yield:

: 86499-31-2
ethyl 2-(acetylamino)-2-(ethoxycarbonyl)-4-(2-nitrophenyl)butanoate

: 168965-66-0
2-<(tert-butoxycarbonyl)amino>-4-(2-aminophenyl)butan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: HCl, AcOH / 9 h / Heating

2: SOCl₂ / 6 h / Ambient temperature

3: CH₂Cl₂ / 36 h / Ambient temperature

4: 63 percent / LiBH₄ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) RT, 48 h

5: 98 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 760 Torr / Ambient temperature

With hydrogenchloride; lithium borohydride; thionyl chloride; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja953578v