Dihydrobetulonicacid

Base Information

• Chemical Name: Dihydrobetulonicacid
• CAS No.: 25576-27-6
• Molecular Formula: C30H48 O3
• Molecular Weight: 456.7
• Mol file: 25576-27-6.mol

Synonyms:1H-Cyclopenta[a]chrysene,lupan-28-oic acid deriv.; (+)-Dihydrobetulonic acid; 20,29-Dihydrobetulonicacid; 3-Oxo-28-lupanoic acid; Dihydrobetulonic acid

Chemical Property of Dihydrobetulonicacid

Chemical Property:

• Melting Point: 252-253 °C
• Boiling Point: 545.5±23.0 °C(Predicted)
• PKA: 4.70±0.70(Predicted)
• PSA: 54.37000
• Density: 1.050±0.06 g/cm3(Predicted)
• LogP: 7.37760

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dihydrobetulonicacid

There total 24 articles about Dihydrobetulonicacid 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: 98.0%

betulonic acid (4481-62-3) → 3-oxolupan-28-ic acid (25576-27-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 22h;

DOI:10.1016/j.canlet.2019.02.012

Reference yield: 96.7%

benzyl (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-oxo-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylate (203576-71-0) → 3-oxolupan-28-ic acid (25576-27-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; Ambient temperature;

DOI:10.1016/S0968-0896(97)00158-2

Reference yield: 95.0%

betulonic acid sodium salt → 3-oxolupan-28-ic acid (25576-27-6)

Guidance literature:

With hydrogen; nickel; In isopropyl alcohol; at 20 - 50 ℃; for 34h; under 38000 Torr;

DOI:10.1023/A:1023220701797

upstream raw materials:

lupane-3β,28-diol

betulonic acid

(1S,3a5,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-9-oxoicosahydro-1H-cyclopenta[a]chrysene-3a-carbaldehyde

dihydrobetulinic acid

Downstream raw materials:

methyl dihydrobetulonate

dihydrobetulinic acid

3α-20,29-dihydrobetulunic acid

17β(H)-28-Norlupane

Refernces

• 1、 Stevaert, Annelies,Krasniqi, Besir,Van Loy, Benjamin,Nguyen, Tien,Thomas, Joice,Vandeput, Julie,Jochmans, Dirk,Thiel, Volker,Dijkman, Ronald,Dehaen, Wim,Voet, Arnout,Naesens, Lieve. "Betulonic Acid Derivatives Interfering with Human Coronavirus 229E Replication via the nsp15 Endoribonuclease". . p. 5632 - 5644. Retrieved 2021.
• 2、 Kawaguchi,Kim. "-". . . Retrieved 1941.
• 3、 Borkova, Lucie,Gurska, Sona,Dzubak, Petr,Burianova, Renata,Hajduch, Marian,Sarek, Jan,Popa, Igor,Urban, Milan. "Lupane and 18α-oleanane derivatives substituted in the position 2, their cytotoxicity and influence on cancer cells". . p. 120 - 131. Retrieved 2016/06/06.