Betulinic acid gly deriv.

Base Information

• Chemical Name: Betulinic acid gly deriv.
• CAS No.: 174740-40-0
• Molecular Formula: C32H51NO4
• Molecular Weight: 513.7516
• Mol file: 174740-40-0.mol

Synonyms:

Chemical Property of Betulinic acid gly deriv.

Chemical Property:

• Vapor Pressure: 9.69E-20mmHg at 25°C
• Boiling Point: 651.6°Cat760mmHg
• Flash Point: 347.9°C
• Density: 1.098g/cm³

Purity/Quality:

Betulinic glycine amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Betulinic acid gly deriv.

There total 8 articles about Betulinic acid gly deriv. 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: 83.0%

N-[(3β)-3-(acetyloxy)-28-oxolup-20(29)-en-28-yl]glycine 1-(1,1-dimethylethyl) ester (1426661-49-5) → N-betulinyl-glycine (174740-40-0)

Guidance literature:

N-[(3β)-3-(acetyloxy)-28-oxolup-20(29)-en-28-yl]glycine 1-(1,1-dimethylethyl) ester; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; methanol; water;

Reference yield: 70.0%

ethyl N-[3-hydroxy-28-oxolup-20(29)-en-28-yl]glycinate → N-betulinyl-glycine (174740-40-0)

Guidance literature:

ethyl N-[3-hydroxy-28-oxolup-20⁽²⁹⁾-en-28-yl]glycinate; With sodium hydroxide; In tetrahydrofuran; ethanol; water; for 14h;

With hydrogenchloride; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jm900872z

Reference yield: 59.7%

[((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Acetoxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carbonyl)-amino]-acetic acid ethyl ester → N-betulinyl-glycine (174740-40-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; Ambient temperature;

DOI:10.1021/jm950669u

upstream raw materials:

Betulinic acid

3-O-acetylbetulinic acid chloride

N-[(3β)-3-(acetyloxy)-28-oxolup-20(29)-en-28-yl]glycine 1-(1,1-dimethylethyl) ester

3-O-acetylbetulinic acid

Refernces

• 1、 Phillips, Jasmine,Phillips, Iesha,Enya, Blessing,Zhao, Hua,Nitta, Takayuki. "Effect of betulinic acid and its ionic derivatives on M-MuLV replication". . p. 365 - 369. Retrieved 2018.
• 2、 Minassi, Alberto,Rogati, Federica,Cruz, Cristina,Prados, M. Eugenia,Galera, Nuria,Jinénez, Carla,Appendino, Giovanni,Bellido, M. Luz,Calzado, Marco A,Caprioglio, Diego,Mu?oz, Eduardo. "Triterpenoid Hydroxamates as HIF Prolyl Hydrolase Inhibitors". . p. 2235 - 2243. Retrieved 2018/10/20.
• 3、 Coric, Pascale,Turcaud, Serge,Souquet, Florence,Briant, Laurence,Gay, Bernard,Royer, Jacques,Chazal, Nathalie,Bouaziz, Serge. "Synthesis and biological evaluation of a new derivative of bevirimat that targets the Gag CA-SP1 cleavage site". . p. 453 - 465. Retrieved 2013/06/26.