beta-Alanine, N-(N-(1-carboxy-2-phenylethyl)-L-phenylalanyl)-, (S)-

Base Information

• Chemical Name: beta-Alanine, N-(N-(1-carboxy-2-phenylethyl)-L-phenylalanyl)-, (S)-
• CAS No.: 83861-02-3
• Molecular Formula: C₂₁H₂₄N₂O₅
• Molecular Weight: 384.432
• UNII: LT9YZC71VZ
• DSSTox Substance ID: DTXSID90232752
• Nikkaji Number: J138.633F
• Wikidata: Q76309564
• ChEMBL ID: CHEMBL161885
• Mol file: 83861-02-3.mol

Synonyms:(N-(1-carboxy-2-phenyl)ethyl)phenylalanyl-B-alanine;SCH 32615;SCH-32615

Chemical Property of beta-Alanine, N-(N-(1-carboxy-2-phenylethyl)-L-phenylalanyl)-, (S)-

Chemical Property:

• Vapor Pressure: 1.37E-19mmHg at 25°C
• Boiling Point: 683°Cat760mmHg
• Flash Point: 366.9°C
• PSA: 119.22000
• Density: 1.267g/cm³
• LogP: 2.70530
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 384.16852187
• Heavy Atom Count: 28
• Complexity: 513

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)NCCC(=O)O)NC(CC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)NCCC(=O)O)N[C@@H](CC2=CC=CC=C2)C(=O)O

Technology Process of beta-Alanine, N-(N-(1-carboxy-2-phenylethyl)-L-phenylalanyl)-, (S)-

There total 7 articles about beta-Alanine, N-(N-(1-carboxy-2-phenylethyl)-L-phenylalanyl)-, (S)- 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:

N-(L-1-Benzyloxycarbonyl-2-phenylethyl)-L-phenylalanyl-β-alanine → N-[N-[(L)-1-carboxy-2-phenylethyl]-L-phenylalanyl]-β-alanine (83861-02-3)

Guidance literature:

With pyridine; sodium hydroxide; In methanol; water;

Reference yield:

(R)-benzyl mandelate (7622-21-1,93434-59-4,7622-22-2) → Sch 32615 (83861-02-3)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / CH₂Cl₂ / 1) -20 deg C, 2) warming to 10 deg C

2: 1) proton sponge, 2) H₂ / 2) 10 percent Pd/C / 1) CH₂Cl₂, r.t., 2) EtOH, 50 psi

3: DEC, hydroxybenzotriazole, N-methylmorpholine / dimethylformamide

4: H₂ / 10 percent Pd/C / ethanol / 2585.7 Torr

5: trifluoroacetic acid / CH₂Cl₂

With 4-methyl-morpholine; pyridine; Proton Sponge; diethylcarbamazine; hydrogen; benzotriazol-1-ol; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00124a002

Reference yield:

benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate (111437-25-3) → Sch 32615 (83861-02-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) proton sponge, 2) H₂ / 2) 10 percent Pd/C / 1) CH₂Cl₂, r.t., 2) EtOH, 50 psi

2: DEC, hydroxybenzotriazole, N-methylmorpholine / dimethylformamide

3: H₂ / 10 percent Pd/C / ethanol / 2585.7 Torr

4: trifluoroacetic acid / CH₂Cl₂

With 4-methyl-morpholine; Proton Sponge; diethylcarbamazine; hydrogen; benzotriazol-1-ol; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00124a002

upstream raw materials:

(S)-2-[(S)-1-(2-Carboxy-ethylcarbamoyl)-2-phenyl-ethylamino]-3-phenyl-propionic acid tert-butyl ester

(R)-benzyl mandelate

benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate

(S)-2-((S)-1-tert-Butoxycarbonyl-2-phenyl-ethylamino)-3-phenyl-propionic acid

Refernces

• 1、 -. "SUBSTITUTED DIPEPTIDES AS INHIBITORS OF ENKEPHALINASES". . . Retrieved 2008/06/13.