3-Oxolupane tosylhydrazone

Base Information

• Chemical Name: 3-Oxolupane tosylhydrazone
• CAS No.: 134502-04-8
• Molecular Formula: C₃₇H₅₈N₂O₂S
• Molecular Weight: 594.946
• Mol file: 134502-04-8.mol

Synonyms:

Chemical Property of 3-Oxolupane tosylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Oxolupane tosylhydrazone

There total 7 articles about 3-Oxolupane tosylhydrazone 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: 45.0%

3-Oxolupane (3186-72-9) + toluene-4-sulfonic acid hydrazide (1576-35-8) → 3-Oxolupane tosylhydrazone (134502-04-8)

Guidance literature:

With acetyl chloride; In methanol; for 0.333333h; Heating;

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) → 3-Oxolupane tosylhydrazone (134502-04-8)

Guidance literature:

Multi-step reaction with 7 steps

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

2: 82 percent / pyridine / 1.) steam bath, 2 h, 2.) r.t., overnight

3: 70 percent / KOH, methanol / benzene / Ambient temperature

4: 90 percent / pyridinium chlorochromate / CH₂Cl₂

5: 82 percent / 85 percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 1.) 100 deg C, 1 h, 2.) 200-210 deg C, 4 h

6: 88 percent / pyridinium chlorochromate / CH₂Cl₂

7: 45 percent / acetyl chloride / methanol / 0.33 h / Heating

With pyridine; methanol; potassium hydroxide; hydrogen; hydrazine hydrate; acetyl chloride; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; diethylene glycol; benzene;

Reference yield:

3β-Hydroxy-28-lupane (3186-86-5,3466-73-7,29367-62-2,59684-45-6) → 3-Oxolupane tosylhydrazone (134502-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyridinium chlorochromate / CH₂Cl₂

2: 45 percent / acetyl chloride / methanol / 0.33 h / Heating

With acetyl chloride; pyridinium chlorochromate; In methanol; dichloromethane;

upstream raw materials:

3-Oxolupane

toluene-4-sulfonic acid hydrazide

(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

3β-Hydroxy-28-lupane

Refernces