Triptonide

Base Information

• Chemical Name: Triptonide
• CAS No.: 38647-11-9
• Molecular Formula: C20H22O6
• Molecular Weight: 358.391
• European Community (EC) Number: 683-215-8
• NSC Number: 165677
• DSSTox Substance ID: DTXSID801317412
• Nikkaji Number: J37.203J
• Wikipedia: Triptonide
• Wikidata: Q104250483
• Metabolomics Workbench ID: 126529
• ChEMBL ID: CHEMBL205190
• Mol file: 38647-11-9.mol

Synonyms:triptonide

Chemical Property of Triptonide

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.7E-13mmHg at 25°C
• Melting Point: 251～252℃
• Refractive Index: 1.637
• Boiling Point: 581.085 °C at 760 mmHg
• Flash Point: 257.814 °C
• PSA: 80.96000
• Density: 1.481 g/cm³
• LogP: 1.31130
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Dichloromethane (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 358.14163842
• Heavy Atom Count: 26
• Complexity: 860

Purity/Quality:

99% ^*data from raw suppliers

Triptonide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C12C(O1)C3C4(O3)C5(CCC6=C(C5CC7C4(C2=O)O7)COC6=O)C
• Isomeric SMILES: CC(C)[C@@]12[C@@H](O1)[C@H]3[C@@]4(O3)[C@]5(CCC6=C([C@@H]5C[C@H]7[C@]4(C2=O)O7)COC6=O)C
• Uses: Triptonide is a Triptolide (T815600) analogue used in the preparation of cytotoxic fluorinated Triptolide.

Technology Process of Triptonide

There total 28 articles about Triptonide 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: 100.0%

triptolide (38748-32-2,73414-46-7,73543-06-3,144539-79-7) → l-triptonide (38647-11-9)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2005.12.098

Reference yield: 98.0%

14-epitriptolide (144539-79-7) → l-triptonide (38647-11-9)

Guidance literature:

With potassium dichromate; sulfuric acid; In acetone; at 60 ℃; for 3h;

DOI:10.1016/j.tet.2010.05.035

Reference yield: 96.0%

C20H22O5 (216440-77-6) → l-triptonide (38647-11-9)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1021/jo9919613

upstream raw materials:

(5R,6S,8R,9S)-3-Isopropyl-9-methyl-7,8,9,11,12,15-hexahydro-6H-16,20-dioxa-cyclopropa[5,6]cyclopenta[a]phenanthrene-4,17-dione

(3bR,9bS)-7-isopropyl-6-methoxy-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one

C₂₀H₂₂O₅

triptolide

Downstream raw materials:

14-epitriptolide

triptolide

14-C-methyltriptolide

(14S)-14β-(hydroxymethyl)epitriptolide

Refernces

• 1、 -. "Method for asymmetrically synthesizing Triptonide and Triptolide". . . Retrieved 2021/08/25.
• 2、 Zhou, Bing,Li, Xiaomei,Feng, Huijin,Li, Yuanchao. "Efficient syntheis of the key intermediate triptophenolide methyl ether for the synthesis of(-)-triptolide". scheme or table. p. 5396 - 5401. Retrieved 2010/08/19.