(S)-(-)-N-(1-Phenylethyl)succinamic acid

Base Information

• Chemical Name: (S)-(-)-N-(1-Phenylethyl)succinamic acid
• CAS No.: 21752-34-1
• Molecular Formula: C12H15 N O3
• Molecular Weight: 221.256
• Hs Code.: 2924299090
• European Community (EC) Number: 244-569-5
• DSSTox Substance ID: DTXSID001237828
• Nikkaji Number: J84.036J
• Mol file: 21752-34-1.mol

Synonyms:21752-34-1;(S)-(-)-N-(1-Phenylethyl)succinamic acid;4-oxo-4-[[(1S)-1-phenylethyl]amino]butanoic acid;(S)-4-Oxo-4-((1-phenylethyl)amino)butanoic acid;(S)-4-oxo-4-(1-phenylethylamino)butanoic acid;(S)-N-(1-Phenylethyl)succinic acid monoamide;3-{[(1S)-1-phenylethyl]carbamoyl}propanoic acid;(S)-4-Oxo-4-((1-phenylethyl)amino)butyric acid;SCHEMBL3076773;DTXSID001237828;EINECS 244-569-5;AS-81166;(S)-()-N-(1-Phenylethyl)succinamic acid;CS-0247974;E84849;EN300-383832;(?)-N-[(S)-alpha-Methylbenzyl]succinamidic acid;(S)-4-Oxo-4-((1-phenylethyl)amino)butanoicacid;(S)-(-)-N-(1-Phenylethyl)succinamic acid, 98%;J-014273

Chemical Property of (S)-(-)-N-(1-Phenylethyl)succinamic acid

Chemical Property:

• Vapor Pressure: 1.23E-09mmHg at 25°C
• Melting Point: 99-102 °C
• Boiling Point: 470°C at 760 mmHg
• Flash Point: 238°C
• PSA: 69.89000
• Density: 1.167g/cm³
• LogP: 2.56890
• Storage Temp.: Store below +30°C.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-4-oxo-4-(1-phenylethylamino)butanoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC(=O)CCC(=O)O
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)NC(=O)CCC(=O)O

Technology Process of (S)-(-)-N-(1-Phenylethyl)succinamic acid

There total 3 articles about (S)-(-)-N-(1-Phenylethyl)succinamic acid 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: 96.4%

→ N-(S)-α-phenylethylsuccinamidic acid (21752-34-1)

Guidance literature:

In ethyl acetate; at 75 - 80 ℃; for 0.166667h;

Reference yield: 95.0%

succinic acid anhydride (108-30-5) + (S)-1-phenyl-ethylamine (2627-86-3) → N-(S)-α-phenylethylsuccinamidic acid (21752-34-1)

Guidance literature:

In diethyl ether; at 20 ℃;

DOI:10.1016/j.tet.2003.12.039

Reference yield: 90.0%

α-ketoglutaric acid (328-50-7) + (S)-N-hydroxy-α-methyl-benzenemethanamine ethanedioate (78798-33-1) → N-(S)-α-phenylethylsuccinamidic acid (21752-34-1)

Guidance literature:

In N,N-dimethyl-formamide; at 23 - 40 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.15227/orgsyn.087.0218

upstream raw materials:

succinic acid anhydride

(S)-1-phenyl-ethylamine

α-ketoglutaric acid

(S)-N-hydroxy-α-methyl-benzenemethanamine ethanedioate

Downstream raw materials:

1-[(1S)-1-phenylethyl]pyrrolidine-2,5-dione

(1-S,1'S)-N,N'-bis-(α-phenylethyl)-1,4-succinyl-diamide

Refernces

• 1、 -. "PROCESS FOR ENANTIOMERIC ENRICHMENT OF 2 ', 6 ' - PIPECOLOXYLIDIDE". Page/Page column 17. . Retrieved 2014/02/15.
• 2、 Mastranzo, Virginia M.,Quintero, Leticia,De Parrodi, Cecilia Anaya,Juaristi, Eusebio,Walsh, Patrick J.. "Use of diamines containing the α-phenylethyl group as chiral ligands in the asymmetric hydrosilylation of prochiral ketones". . p. 1781 - 1789. Retrieved 2007/10/03.