Phorbol

Base Information

• Chemical Name: Phorbol
• CAS No.: 48211-51-4
• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.439
• Mol file: 48211-51-4.mol

Synonyms:

Chemical Property of Phorbol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phorbol

There total 37 articles about Phorbol 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: 62.0%

Acetic acid (1aS,1bR,4aS,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester (19891-05-5) → Phorbol (17673-25-5,26241-63-4,27638-91-1,48211-51-4,123409-56-3)

Guidance literature:

With barium dihydroxide; In methanol;

DOI:10.1021/ja9706256

Reference yield:

C27H38O8 (77573-38-7) → Phorbol (17673-25-5,26241-63-4,27638-91-1,48211-51-4,123409-56-3)

Guidance literature:

Multi-step reaction with 13 steps

1: MnO₂ / CH₂Cl₂

2: H₂ / Pt/C / ethyl acetate / 760 Torr

3: 1.) ArSeCN, (n-Bu)3P, 2.) m-CPBA / 1.) THF, room temp., 2.) CH₂Cl₂, -78 deg C

4: KCN / methanol

5: DMAP / CH₂Cl₂

6: 1.) DIBAH, 2.) DMAP / 1.) toluene, 2.) pyridine, CH₂Cl₂

7: 50 percent / SeO₂, t-BuOOH / CH₂Cl₂ / 0 °C

8: 1.) SOCl₂, propylene oxide, 2.) KOBz, DMAP / 1.) Et₂O, 2.) CH₃CN

9: HClO₄, Montmorillonite clay (K₁₀) / methanol; ethane-1,2-diol

10: 80 percent / SO₃*pyr*Et₃N / dimethylsulfoxide

11: 91 percent / DMAP / acetonitrile

13: 1.) TsOH, 2.) KCN / 1.) MeOH, 2.) MeOH

With tert.-butylhydroperoxide; dmap; potassium cyanide; manganese(IV) oxide; selenium(IV) oxide; thionyl chloride; perchloric acid; pyridine-SO₃ complex; tributylphosphine; Montmorillonite clay (K₁₀); hydrogen; Potassium benzoate; diisobutylaluminium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; methyloxirane; platinum on activated charcoal; In methanol; dichloromethane; ethylene glycol; dimethyl sulfoxide; ethyl acetate; acetonitrile;

DOI:10.1021/ja00206a050

Reference yield:

C27H36O8 (123358-28-1) → Phorbol (17673-25-5,26241-63-4,27638-91-1,48211-51-4,123409-56-3)

Guidance literature:

Multi-step reaction with 12 steps

1: H₂ / Pt/C / ethyl acetate / 760 Torr

2: 1.) ArSeCN, (n-Bu)3P, 2.) m-CPBA / 1.) THF, room temp., 2.) CH₂Cl₂, -78 deg C

3: KCN / methanol

4: DMAP / CH₂Cl₂

5: 1.) DIBAH, 2.) DMAP / 1.) toluene, 2.) pyridine, CH₂Cl₂

6: 50 percent / SeO₂, t-BuOOH / CH₂Cl₂ / 0 °C

7: 1.) SOCl₂, propylene oxide, 2.) KOBz, DMAP / 1.) Et₂O, 2.) CH₃CN

8: HClO₄, Montmorillonite clay (K₁₀) / methanol; ethane-1,2-diol

9: 80 percent / SO₃*pyr*Et₃N / dimethylsulfoxide

10: 91 percent / DMAP / acetonitrile

12: 1.) TsOH, 2.) KCN / 1.) MeOH, 2.) MeOH

With tert.-butylhydroperoxide; dmap; potassium cyanide; selenium(IV) oxide; thionyl chloride; perchloric acid; pyridine-SO₃ complex; tributylphosphine; Montmorillonite clay (K₁₀); hydrogen; Potassium benzoate; diisobutylaluminium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; methyloxirane; platinum on activated charcoal; In methanol; dichloromethane; ethylene glycol; dimethyl sulfoxide; ethyl acetate; acetonitrile;

DOI:10.1021/ja00206a050

upstream raw materials:

C₄₄H₄₈O₉Si

Acetic acid (1aS,1bR,4aS,7aR,7bR,8S,9S,9aR)-9-acetoxy-3-acetoxymethyl-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl ester

C₂₆H₄₄O₅Si

Downstream raw materials:

phorbol 12,13-dibutyrate