N-Cinnamoyl-D-leucinol

Base Information

• Chemical Name: N-Cinnamoyl-D-leucinol
• CAS No.: 127852-95-3
• Molecular Formula: C₁₅H₂₁NO₂
• Molecular Weight: 247.337
• Mol file: 127852-95-3.mol

Synonyms:N-Cinnamoyl-D-leucinol;2-Propenamide, N-(1-(hydroxymethyl)-3-methylbutyl)-3-phenyl-, (R-(E))-;127852-95-3;(R-(E))-N-(1-(Hydroxymethyl)-3-methylbutyl)-3-phenyl-2-propenamide;LS-123372

Chemical Property of N-Cinnamoyl-D-leucinol

Chemical Property:

• Vapor Pressure: 4.51E-09mmHg at 25°C
• Boiling Point: 455.1°C at 760 mmHg
• Flash Point: 229°C
• Density: 1.058g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 247.157228913
• Heavy Atom Count: 18
• Complexity: 268

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(CO)NC(=O)C=CC1=CC=CC=C1
• Isomeric SMILES: CC(C)C[C@H](CO)NC(=O)/C=C/C1=CC=CC=C1

Technology Process of N-Cinnamoyl-D-leucinol

There total 3 articles about N-Cinnamoyl-D-leucinol 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: 62.5%

N-cinnamoyl-D-leucine methyl ester (87784-11-0,127852-93-1,127852-94-2) → N-cinnamoyl-D-leucinol (127750-61-2,127852-95-3)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; for 15h; Ambient temperature;

DOI:10.1007/BF00764814

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → N-cinnamoyl-D-leucinol (127750-61-2,127852-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.5 percent / triethylamine, isobutylchloroformate / acetonitrile / Ambient temperature

2: 62.5 percent / NaBH₄, LiCl / tetrahydrofuran / 15 h / Ambient temperature

With sodium tetrahydroborate; triethylamine; lithium chloride; isobutyl chloroformate; In tetrahydrofuran; acetonitrile;

DOI:10.1007/BF00764814

Reference yield:

D-leucine methyl ester hydrochloride (5845-53-4,6322-53-8,7517-19-3) → N-cinnamoyl-D-leucinol (127750-61-2,127852-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 57.5 percent / triethylamine, isobutylchloroformate / acetonitrile / Ambient temperature

2: 62.5 percent / NaBH₄, LiCl / tetrahydrofuran / 15 h / Ambient temperature

With sodium tetrahydroborate; triethylamine; lithium chloride; isobutyl chloroformate; In tetrahydrofuran; acetonitrile;

DOI:10.1007/BF00764814

upstream raw materials:

N-cinnamoyl-D-leucine methyl ester

(E)-3-phenylacrylic acid

D-leucine methyl ester hydrochloride

Refernces