(S)-Ethyl 2-((S)-4-methyl-2,5-dioxooxazolidin-3-yl)-4-phenylbutanoate

Base Information

• Chemical Name: (S)-Ethyl 2-((S)-4-methyl-2,5-dioxooxazolidin-3-yl)-4-phenylbutanoate
• CAS No.: 84793-24-8
• Molecular Formula: C16H19NO5
• Molecular Weight: 305.331
• Hs Code.: 29349990
• European Community (EC) Number: 430-360-8,617-627-6
• UNII: NQ2ZF6YUH8
• DSSTox Substance ID: DTXSID10432893
• Wikidata: Q72475856
• Mol file: 84793-24-8.mol

Synonyms:84793-24-8;(S)-Ethyl 2-((S)-4-methyl-2,5-dioxooxazolidin-3-yl)-4-phenylbutanoate;ethyl (2S)-2-[(4S)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl]-4-phenylbutanoate;N-[1-(S)-ETHOXYCARBONYL-3-PHENYLPROPYL]-L-ALANINE-N-CARBOXYANHYDRIDE;NQ2ZF6YUH8;Ethyl (S)-2-[(S)-4-Methyl-2,5-dioxo-3-oxazolidinyl]-4-phenylbutanoate;N-[1-(S)-(Ethoxycarbony1)-3-phenylpropyl]-L-alanine-N-carboxyanhydride;EC 430-360-8;ethyl (s)-2-((s)-4-methyl-2,5-dioxo-1,3-oxazolidin-3-yl)-4-phenylbutyrate;N-[1-(S)-(+)-Ethoxycarbonyl-3-phenylpropyl]-L-alanyl carboxyanhydride;ETHYL (S)-2-[(S)-4-METHYL-2,5-DIOXO-1,3-OXAZOLIDIN-3-YL]-4-PHENYLBUTYRATE;N-(1(S)-Ethoxycarbonyl-3-phenylpropyl)-L-alanine N-carboxyanhydride;N-(1-(S)-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl-N-carboxyanhydride;MFCD00272296;N-((1S)-ethoxycarbonyl-3-phenylpropyl)-L-alanyl-N-carboxyanhydride;N-(1-(S)-ethoxycarbonyl-3-phenylpropyl) L-alanyl-N-carboxyanhydride;N-[(1S)-ethoxycarbonyl-3-phenylpropyl]-L-alanyl-N-carboxyanhydride;N-[1-(S)-ethoxycarbonyl-3-phenylpropyl] L-alanyl-N-carboxyanhydride;N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanyl-N-carboxyanhydride;ETHYL (2S)-2-((4S)-4-METHYL-2,5-DIOXO-1,3-OXAZOLIDIN-3-YL)-4-PHENYLBUTANOATE;SCA-NCA;UNII-NQ2ZF6YUH8;KANEKA-AL-2;SCHEMBL1998125;DTXSID10432893;AKOS015920229;CS-W012094;AC-17998;AS-72504;E1423;F11553;A840927;J-520479;N-(1-(S)-Ethoxycarbonyl-3-phenylpropyl)-1-alanyl-carboxyanhydride;Ethyl(S)-2-[(S)-4-Methyl-2,5-dioxo-3-oxazolidinyl]-4-phenylbutanoate;N-[1-(S)-(Ethoxycarbony1)-3-phenylpropyl]-L-alanine-Ncarboxyanhydride;(2S)-2-[(4S)-4-methyl-2,5-dioxo-3-oxazolidinyl]-4-phenylbutanoic acid ethyl ester;N-((S)-1-ETHOXYCARBONYL-3-PHENYLPROPYL)-L-ALANINE-N-CARBOXYLIC ANHYDRIDE;N-[1-(S)-(+)-Ethoxycarbonyl-3-phenylpropyl]-L-alanyl carboxyanhydride, 97%;N-[1-(S)-ETHOXYCARBONYL-3-PHENYLPROPYL]-N-CARBOXY-L-ALANINE ANHYDRIDE (NEPA-NCA);N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-N-carboxy-L-alanine anhydride(nepa-nca);3-OXAZOLIDINEACETIC ACID, 4-METHYL-2,5-DIOXO-.ALPHA.-(2-PHENYLETHYL)-, ETHYL ESTER, (.ALPHA.S,4S)-;ETHYL (.ALPHA.S,4S)-4-METHYL-2,5-DIOXO-.ALPHA.-(2-PHENYLETHYL)-3-OXAZOLIDINEACETATE;ethyl (2S)-2-[(4S)-4-methyl-2,5-bis(oxidanylidene)-1,3-oxazolidin-3-yl]-4-phenyl-butanoate

Chemical Property of (S)-Ethyl 2-((S)-4-methyl-2,5-dioxooxazolidin-3-yl)-4-phenylbutanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 69-73 °C
• Refractive Index: 1.537
• Boiling Point: 414.788 °C at 760 mmHg
• PKA: -2.40±0.40(Predicted)
• Flash Point: 204.657 °C
• PSA: 72.91000
• Density: 1.223 g/cm³
• LogP: 1.85610
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 305.12632271
• Heavy Atom Count: 22
• Complexity: 430

Purity/Quality:

99% ^*data from raw suppliers

N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43-41
• Safety Statements: 22-24/25-36-26-37/39-24

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)N2C(C(=O)OC2=O)C
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N2[C@H](C(=O)OC2=O)C
• Uses: N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydride is an impurity of Enalapril (E555250), an?antihypertensive and an angiotensin-converting enzyme (ACE) inhibitor.

Technology Process of (S)-Ethyl 2-((S)-4-methyl-2,5-dioxooxazolidin-3-yl)-4-phenylbutanoate

There total 6 articles about (S)-Ethyl 2-((S)-4-methyl-2,5-dioxooxazolidin-3-yl)-4-phenylbutanoate 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: 91.0%

C18H25NO6 → N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride (84793-24-8)

Guidance literature:

With acetyl chloride; at 5 - 20 ℃;

Reference yield: 91.0%

→ N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride (84793-24-8)

Guidance literature:

Reference yield: 80.0%

bis(trichloromethyl) carbonate (32315-10-9) + [1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine (82717-96-2,122076-80-6) → N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride (84793-24-8)

Guidance literature:

bis(trichloromethyl) carbonate; With tributyl-amine; In toluene; for 0.0166667h;

[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine; With tributyl-amine; In tetrahydrofuran; toluene; for 0.05h;

upstream raw materials:

phosgene

[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

bis(trichloromethyl) carbonate

1,1'-carbonyldiimidazole

Downstream raw materials:

[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

enalaprilate

enalapril

(S)-2-((3S,8aS)-3-Methyl-1,4-dioxo-hexahydro-pyrrolo[1,2-a]pyrazin-2-yl)-4-phenyl-butyric acid ethyl ester

Refernces

• 1、 -. "PROCESS FOR PRODUCING ORGANIC COMPOUND". Paragraph 0170. . Retrieved 2019/05/24.
• 2、 Yasukouchi, Hiroaki,Nishiyama, Akira,Mitsuda, Masaru. "Safe and Efficient Phosgenation Reactions in a Continuous Flow Reactor". supporting information. p. 247 - 251. Retrieved 2018/02/23.