(2S)-2-(decanoylamino)-3-phenylpropanoic acid

Base Information

• Chemical Name: (2S)-2-(decanoylamino)-3-phenylpropanoic acid
• CAS No.: 26060-97-9
• Molecular Formula: C19H29 N O3
• Molecular Weight: 319.444
• Nikkaji Number: J548.134A
• Mol file: 26060-97-9.mol

Synonyms:SCHEMBL4743124

Chemical Property of (2S)-2-(decanoylamino)-3-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 1.29E-11mmHg at 25°C
• Boiling Point: 519.4°C at 760 mmHg
• Flash Point: 267.9°C
• Density: 1.048g/cm³
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 319.21474379
• Heavy Atom Count: 23
• Complexity: 338

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2-(decanoylamino)-3-phenylpropanoic acid

There total 13 articles about (2S)-2-(decanoylamino)-3-phenylpropanoic 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: 80.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + n-decanoyl chloride (112-13-0) → N-decanoyl-L-phenylalanine (26060-97-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; at 0 - 20 ℃; for 20h; Inert atmosphere;

DOI:10.1039/d1ob01227d

Reference yield: 75.0%

C20H31NO3 → N-decanoyl-L-phenylalanine (26060-97-9)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 12h;

DOI:10.1039/d0nj00102c

Reference yield:

L-N-decanoylphenylalanine p-nitrophenyl ester (75536-39-9) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-decanoyl-L-phenylalanine (26060-97-9)

Guidance literature:

PalHis; PalHis + 2C₁₄N₂C₁Br; In water; acetonitrile; at 25 ℃; Rate constant; furhter bilayer catalytic systems; k_cat;

DOI:10.1246/cl.1981.785

upstream raw materials:

1-decanoic acid

L-phenylalanine

L-N-decanoylphenylalanine p-nitrophenyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Downstream raw materials:

(S)-2-(decylamino)-3-phenylpropan-1-ol

Refernces

• 1、 Basu, Anindya,Christman, Ryann M.,Duttkonar, Anita,Harjit, Jeena,Mehra, Radha Rani,Mishra, Anil K.,Tiwari, Amit K.. "Mechanoresponsive, proteolytically stable and biocompatible supergelators from ultra short enantiomeric peptides with sustained drug release propensity". . p. 6346 - 6354. Retrieved 2020/05/13.
• 2、 Shoji, Osami,Yanagisawa, Sota,Stanfield, Joshua Kyle,Suzuki, Kazuto,Cong, Zhiqi,Sugimoto, Hiroshi,Shiro, Yoshitsugu,Watanabe, Yoshihito. "Direct Hydroxylation of Benzene to Phenol by Cytochrome P450BM3 Triggered by Amino Acid Derivatives". supporting information. p. 10324 - 10329. Retrieved 2017/08/22.