N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-phenylalanine

Base Information

• Chemical Name: N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-phenylalanine
• CAS No.: 851475-44-0
• Molecular Formula: C₃₉H₅₇NO₄
• Molecular Weight: 603.886
• Mol file: 851475-44-0.mol

Synonyms:N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-phenylalanine;L-phenylalanine, N-[(3beta)-3-hydroxy-28-oxoolean-12-en-28-yl]-;

Chemical Property of N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-phenylalanine

Chemical Property:

• Refractive Index: 1.583
• Boiling Point: 727.6 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 393.8 °C
• PSA: 90.12000
• Density: 1.14g/cm³
• LogP: 8.80140

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-phenylalanine

There total 7 articles about N-[(3beta)-3-Hydroxy-28-oxoolean-12-en-28-yl]-L-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: 89.0%

C40H59NO4 → 28-N-(L-phenylalanine)-oleanolic acid amide (851475-44-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2019.115147

Reference yield:

(S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (851475-56-4) → 28-N-(L-phenylalanine)-oleanolic acid amide (851475-44-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2005.01.061

Reference yield:

Oleanolic acid (508-02-1) → 28-N-(L-phenylalanine)-oleanolic acid amide (851475-44-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / 4-dimethylaminopyridine; pyridine / 20 °C

2: (COCl)2 / CH₂Cl₂

3: Et₃N / CH₂Cl₂

4: aq. NaOH / methanol; tetrahydrofuran

With pyridine; dmap; sodium hydroxide; oxalyl dichloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.01.061

upstream raw materials:

(S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

L-phenylalanine

Oleanolic acid

oleanolic acid 3-acetate