17BETA(H)-28-NORLUPANE

Base Information

• Chemical Name: 17BETA(H)-28-NORLUPANE
• CAS No.: 134501-93-2
• Molecular Formula: C29H50
• Molecular Weight: 797.41
• Mol file: 134501-93-2.mol

Synonyms:17BETA(H)-28-NORLUPANE;28-NORLUPANE (17BETA(H)/17ALPHA(H))

Chemical Property of 17BETA(H)-28-NORLUPANE

Chemical Property:

• PSA: 0.00000
• LogP: 17.48760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 17BETA(H)-28-NORLUPANE

There total 15 articles about 17BETA(H)-28-NORLUPANE 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:

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol (1072913-62-2) → 17β(H)-28-Norlupane (134501-93-2,134623-57-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 2 h / 1520 Torr

2: 87.8 percent / pyridinium chlorochromate / CH₂Cl₂

3: 89.5 percent / KMnO₄ / acetone / 1 h / Heating

4: oxalyl chloride, DMF / benzene / 2 h / Ambient temperature

5: N-hydroxypyridine-2-thione sodium salt, DMAP, tert-butyl mercaptan / benzene / 6 h / Heating

6: 85 percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 1.) 100 deg C, 1 h, 2.) 200-210 deg C, 4 h

With dmap; potassium hydroxide; potassium permanganate; oxalyl dichloride; hydrogen; 2-mercaptopyridine-1-oxide sodium salt; hydrazine hydrate; 2-methylpropan-2-thiol; N,N-dimethyl-formamide; pyridinium chlorochromate; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetone; diethylene glycol; benzene;

Reference yield:

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol (1072913-62-2) → 17α(H)-28-Norlupane (134501-93-2,134623-57-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / hydrogen / 10 percent Pd/C / ethyl acetate / 2 h / 1520 Torr

2: 87.8 percent / pyridinium chlorochromate / CH₂Cl₂

3: 89.5 percent / KMnO₄ / acetone / 1 h / Heating

4: oxalyl chloride, DMF / benzene / 2 h / Ambient temperature

5: N-hydroxypyridine-2-thione sodium salt, DMAP, tert-butyl mercaptan / benzene / 6 h / Heating

6: 85 percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 1.) 100 deg C, 1 h, 2.) 200-210 deg C, 4 h

With dmap; potassium hydroxide; potassium permanganate; oxalyl dichloride; hydrogen; 2-mercaptopyridine-1-oxide sodium salt; hydrazine hydrate; 2-methylpropan-2-thiol; N,N-dimethyl-formamide; pyridinium chlorochromate; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetone; diethylene glycol; benzene;

Reference yield:

Dihydrobetulin (7372-31-8,55029-05-5) → 17β(H)-28-Norlupane (134501-93-2,134623-57-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 87.8 percent / pyridinium chlorochromate / CH₂Cl₂

2: 89.5 percent / KMnO₄ / acetone / 1 h / Heating

3: oxalyl chloride, DMF / benzene / 2 h / Ambient temperature

4: N-hydroxypyridine-2-thione sodium salt, DMAP, tert-butyl mercaptan / benzene / 6 h / Heating

5: 85 percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 1.) 100 deg C, 1 h, 2.) 200-210 deg C, 4 h

With dmap; potassium hydroxide; potassium permanganate; oxalyl dichloride; 2-mercaptopyridine-1-oxide sodium salt; hydrazine hydrate; 2-methylpropan-2-thiol; N,N-dimethyl-formamide; pyridinium chlorochromate; In dichloromethane; acetone; diethylene glycol; benzene;

upstream raw materials:

3-Oxo-28-norlupane

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol

Dihydrobetulin

3-Oxo-28-lupanal

Refernces