N-2-Cyanoethyl-val-leu-anilide

Base Information

• Chemical Name: N-2-Cyanoethyl-val-leu-anilide
• CAS No.: 194351-52-5
• Molecular Formula: C₂₀H₃₀N₄O₂
• Molecular Weight: 358.484
• DSSTox Substance ID: DTXSID701231990
• Nikkaji Number: J2.264.110G
• Mol file: 194351-52-5.mol

Synonyms:N-2-CYANOETHYL-VAL-LEU-ANILIDE;194351-52-5;(2S)-2-[[(2S)-2-(2-cyanoethylamino)-3-methylbutanoyl]amino]-4-methyl-N-phenylpentanamide;BSPUMGRSOHBPMB-ROUUACIJSA-N;DTXSID701231990;HY-P4758;MFCD00237063;CS-0656267;L-Leucinamide, N-(2-cyanoethyl)-L-valyl-N-phenyl-

Chemical Property of N-2-Cyanoethyl-val-leu-anilide

Chemical Property:

• PSA: 94.02000
• LogP: 3.53868
• Storage Temp.: -15°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 358.23687621
• Heavy Atom Count: 26
• Complexity: 489

Purity/Quality:

99% ^*data from raw suppliers

N-2-Cyanoethyl-Val-Leu-anilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC1=CC=CC=C1)NC(=O)C(C(C)C)NCCC#N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)NC1=CC=CC=C1)NC(=O)[C@H](C(C)C)NCCC#N

Technology Process of N-2-Cyanoethyl-val-leu-anilide

There total 6 articles about N-2-Cyanoethyl-val-leu-anilide 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: 56.0%

valylleucyl anilide hydrochloride + acrylonitrile (107-13-1,25014-41-9) → N-(2-cyanoethyl)valylleucyl anilide (194351-52-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethanol; at 20 ℃; for 72h;

DOI:10.1002/ejoc.200500429

Reference yield:

N-tert-butoxycarbonylvalylleucyl anilide (874899-05-5) → N-(2-cyanoethyl)valylleucyl anilide (194351-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / hydrogen chloride / CH₂Cl₂; ethyl acetate

2: 56 percent / iPr₂NEt / ethanol / 72 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; ethyl acetate; 2: Michael addition;

DOI:10.1002/ejoc.200500429

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → N-(2-cyanoethyl)valylleucyl anilide (194351-52-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: HOAt; iPr₂NEt; EDC*HCl / CH₂Cl₂ / 1 h / 0 °C

1.2: 65 percent / CH₂Cl₂ / 20 °C

2.1: 98 percent / hydrogen chloride / CH₂Cl₂; ethyl acetate

3.1: HOAt; iPr₂NEt; EDC*HCl / CH₂Cl₂ / 1 h / 0 °C

3.2: 91 percent / CH₂Cl₂ / 20 °C

4.1: 100 percent / hydrogen chloride / CH₂Cl₂; ethyl acetate

5.1: 56 percent / iPr₂NEt / ethanol / 72 h / 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; ethyl acetate; 5.1: Michael addition;

DOI:10.1002/ejoc.200500429

upstream raw materials:

acrylonitrile

N-tert-butoxycarbonylvalylleucyl anilide

N-tert-butoxycarbonyl-L-leucine

aniline