Jatrophatrione

Base Information

• Chemical Name: Jatrophatrione
• CAS No.: 58298-76-3
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.425
• DSSTox Substance ID: DTXSID101103541
• Metabolomics Workbench ID: 70216
• Nikkaji Number: J31.905H
• Wikidata: Q27107041
• Mol file: 58298-76-3.mol

Synonyms:jatrophatrione

Chemical Property of Jatrophatrione

Chemical Property:

• Vapor Pressure: 1.38E-09mmHg at 25°C
• Boiling Point: 485.7°Cat760mmHg
• Flash Point: 209°C
• PSA: 51.21000
• Density: 1.11g/cm³
• LogP: 3.67850
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 314.18819469
• Heavy Atom Count: 23
• Complexity: 664

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2C(=C1)C=C(C(=O)CC3C(CC(=O)C3(C2=O)C)(C)C)C
• Isomeric SMILES: C[C@@H]1C[C@H]2C(=C1)/C=C(\C(=O)C[C@H]3[C@](C2=O)(C(=O)CC3(C)C)C)/C

Technology Process of Jatrophatrione

There total 13 articles about Jatrophatrione 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: 69.0%

(Z)-(1R,3aR,9R,10aS,11S,11aS)-1,11-Dihydroxy-3,3,6,9,11a-pentamethyl-1,2,3,3a,4,9,10,10a,11,11a-decahydro-dicyclopenta[a,d]cyclononen-5-one → jatrophatrione (58298-76-3)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 50 ℃; for 5h;

DOI:10.1021/ja021177r

Reference yield:

C27H36O3 → jatrophatrione (58298-76-3)

Guidance literature:

Multi-step reaction with 13 steps

1.1: 99 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 2 h / 20 °C

2.1: 98 percent / triethylamine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

3.1: 87 percent / tert-butyl alcohol; potassium tert-butoxide / 1 h / 20 °C

4.1: 96 percent / LiAlH₄ / diethyl ether / -78 °C

5.1: triethylamine / CH₂Cl₂ / 8 h / 20 °C

5.2: H₂PtCl₆; HMDS / tetrahydrofuran / 8 h / 20 °C

6.1: 93 percent / H₂O₂; KF; KHCO₃ / dimethylformamide / 8 h / 20 °C

7.1: 97 percent / benzene / 2 h / Heating

8.1: 77 percent / Hg(O₂CCF₃)2 / benzene / 0.83 h / Heating

9.1: 94 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide / CH₂Cl₂ / 5 h / 20 °C

10.1: 85 percent / BCl₃ / CH₂Cl₂ / -78 °C

11.1: 37 percent / 1,1'-thiocarbonyldiimidazole / various solvent(s) / 8 h / Heating

12.1: 88 percent / K₂CO₃ / methanol / 3 h / 20 °C

13.1: 69 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 5 h / 50 °C

With potassium fluoride; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; potassium tert-butylate; dihydrogen peroxide; mercury(II) trifluoroacetate; boron trichloride; potassium carbonate; potassium hydrogencarbonate; 4-methylmorpholine N-oxide; triethylamine; 1,1'-Thiocarbonyldiimidazole; tert-butyl alcohol; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja021177r

Reference yield:

C28H40O5S → jatrophatrione (58298-76-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 87 percent / tert-butyl alcohol; potassium tert-butoxide / 1 h / 20 °C

2.1: 96 percent / LiAlH₄ / diethyl ether / -78 °C

3.1: triethylamine / CH₂Cl₂ / 8 h / 20 °C

3.2: H₂PtCl₆; HMDS / tetrahydrofuran / 8 h / 20 °C

4.1: 93 percent / H₂O₂; KF; KHCO₃ / dimethylformamide / 8 h / 20 °C

5.1: 97 percent / benzene / 2 h / Heating

6.1: 77 percent / Hg(O₂CCF₃)2 / benzene / 0.83 h / Heating

7.1: 94 percent / tetra-n-propylammonium perruthenate; 4-methylmorpholine N-oxide / CH₂Cl₂ / 5 h / 20 °C

8.1: 85 percent / BCl₃ / CH₂Cl₂ / -78 °C

9.1: 37 percent / 1,1'-thiocarbonyldiimidazole / various solvent(s) / 8 h / Heating

10.1: 88 percent / K₂CO₃ / methanol / 3 h / 20 °C

11.1: 69 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 5 h / 50 °C

With potassium fluoride; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; potassium tert-butylate; dihydrogen peroxide; mercury(II) trifluoroacetate; boron trichloride; potassium carbonate; potassium hydrogencarbonate; 4-methylmorpholine N-oxide; triethylamine; 1,1'-Thiocarbonyldiimidazole; tert-butyl alcohol; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja021177r

Downstream raw materials:

citlalitrione

Refernces