Lup-20(29)-en-28-ol

Base Information

• Chemical Name: Lup-20(29)-en-28-ol
• CAS No.: 13952-76-6
• Molecular Formula: C30H50O
• Molecular Weight: 0
• Mol file: 13952-76-6.mol

Synonyms:Jasminol;(3aS)-5at.5bc.8.8.11ac-pentamethyl-3ar-hydroxymethyl-1t-isopropenyl-(7atH.11btH.13acH.13btH)-eicosahydro-1H-cyclopenta[a]chrysene;(3aS)-5at.5bc.8.8.11ac-Pentamethyl-3ar-hydroxymethyl-1t-isopropenyl-(7atH.11btH.13acH.13btH)-eicosahydro-1H-cyclopenta[a]chrysen;((1R,3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bR)-1-Isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-yl)-methanol;

Chemical Property of Lup-20(29)-en-28-ol

Chemical Property:

• PSA: 20.23000
• LogP: 8.02640

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Lup-20(29)-en-28-ol

There total 9 articles about Lup-20(29)-en-28-ol 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: 93.0%

1,2-dehydroallobetulone (5713-28-0) → jasminol (13952-76-6)

Guidance literature:

Wolff-Kishner reduction;

Reference yield: 63.0%

28-tert-butyldimethylsiloxy-3-deoxobetulin (501124-74-9) → jasminol (13952-76-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 40h;

DOI:10.1016/S0968-0896(02)00172-4

Reference yield:

betulin (473-98-3) → jasminol (13952-76-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 86 percent / imidazole; DMAP / dimethylformamide / 7 h / 20 °C

2.1: 98 percent / PCC / CH₂Cl₂ / 1 h / 20 °C

3.1: p-toluenesulfonylhydrazine; Na₂SO₄ / ethanol / 23 h / 60 °C

3.2: 40 percent / NaBH₃CN; p-toluenesulfonic acid / dimethylformamide; tetrahydrothiophene 1,1-dioxide / 2 h / 100 °C

4.1: 63 percent / TBAF / tetrahydrofuran / 40 h / 20 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; sodium sulfate; toluene-4-sulfonic acid hydrazide; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00172-4

upstream raw materials:

pentan-1-ol

hydrazine hydrate

28-tert-butyldimethylsiloxy-3-deoxobetulin

betulin

Downstream raw materials:

Toluene-4-sulfonic acid (1R,3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl ester

Refernces

• 1、 Hiroya, Kou,Takahashi, Taisuke,Miura, Nobuhiko,Naganuma, Akira,Sakamoto, Takao. "Synthesis of betulin derivatives and their protective effects against the cytotoxicity of cadmium". . p. 3229 - 3236. Retrieved 2007/10/03.