N-Hexadecanoyl-D-phenylalanine

Base Information

• Chemical Name: N-Hexadecanoyl-D-phenylalanine
• CAS No.: 1009313-87-4
• Molecular Formula: C25H41NO3
• Molecular Weight: 403.605
• Mol file: 1009313-87-4.mol

Synonyms:N-Hexadecanoyl-D-phenylalanine;N-palmitoyl-L-phenylalanine;

Chemical Property of N-Hexadecanoyl-D-phenylalanine

Chemical Property:

• Boiling Point: 580.3±43.0 °C(Predicted)
• PKA: 3.63±0.10(Predicted)
• PSA: 66.40000
• Density: 0.999±0.06 g/cm3(Predicted)
• LogP: 6.67070

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction

Technology Process of N-Hexadecanoyl-D-phenylalanine

There total 4 articles about N-Hexadecanoyl-D-phenylalanine 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:

p-Nitrophenyl N-hexadecanoyl-D-phenylalaninate (75536-43-5) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-palmitoyl-L-phenylalanine (1009313-87-4)

Guidance literature:

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

DOI:10.1246/cl.1981.785

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + n-hexadecanoyl chloride (112-67-4) → N-palmitoyl-L-phenylalanine (1009313-87-4)

Guidance literature:

L-phenylalanine; n-hexadecanoyl chloride; With sodium hydroxide; In water; acetone; at 0 - 5 ℃; for 10.5h; pH=> 12;

With hydrogenchloride; pH=Ca. 1;

DOI:10.1039/c3nj00219e

Reference yield:

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) + n-hexadecanoyl chloride (112-67-4) → N-palmitoyl-L-phenylalanine (1009313-87-4)

Guidance literature:

With sodium hydroxide; In water; acetone; for 1h; pH=12; Cooling with ice;

DOI:10.1021/ja312327m

upstream raw materials:

p-Nitrophenyl N-hexadecanoyl-D-phenylalaninate

L-phenylalanine

n-hexadecanoyl chloride

D-(R)-phenylalanine

Refernces

• 1、 Liu, Wenjing,Zhu, Zhening,Deng, Ke,Li, Zhengtao,Zhou, Yunlong,Qiu, Huibin,Gao, Yan,Che, Shunai,Tang, Zhiyong. "Gold nanorod@Chiral mesoporous silica core-shell nanoparticles with unique optical properties". . p. 9659 - 9664. Retrieved 2013.
• 2、 Ohkubo, Katsutoshi,Urabe, Kenji,Yamamoto, Junji,Sagawa, Takashi,Usui, Satoshi. "Novel stereoselective incorporation and hydrolysis of long-chain amino-acid substrates by vesicular membrane systems which include tri- or tetra-peptide catalysts". . p. 2957 - 2960. Retrieved 2007/10/03.