Diatoxanthin

Base Information

• Chemical Name: Diatoxanthin
• CAS No.: 31063-73-7
• Molecular Formula: C40H54 O2
• Molecular Weight: 566.868
• UNII: 3VOI529I46
• DSSTox Substance ID: DTXSID001015589
• Nikkaji Number: J17.464E
• Wikipedia: Diatoxanthin
• Wikidata: Q5272140
• Metabolomics Workbench ID: 28822
• Mol file: 31063-73-7.mol

Synonyms:all-trans-diatoxanthin;diatoxanthin

Chemical Property of Diatoxanthin

Chemical Property:

• Boiling Point: 708.3±60.0 °C(Predicted)
• PKA: 14.66±0.70(Predicted)
• Flash Point: 272.9oC
• PSA: 40.46000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 9.99460
• XLogP3: 10.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 566.412380961
• Heavy Atom Count: 42
• Complexity: 1360

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: other cyclic peptide (other cyclic peptide)
• Canonical SMILES: CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C#CC2=C(CC(CC2(C)C)O)C)C)C
• Isomeric SMILES: CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C#CC2=C(C[C@H](CC2(C)C)O)C)/C)/C

Technology Process of Diatoxanthin

There total 4 articles about Diatoxanthin 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:

(all-E)-5-<(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enyl>-3-methyl-2,4-pentadienyltriphenylphosphonium bromide + (2E,4E,6E,8E,10E)-13-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-2,7,11-trimethyl-trideca-2,4,6,8,10-pentaen-12-ynal (162302-59-2) → (all-E)-(3R,3'R)-diatoxanthin (31063-73-7)

Guidance literature:

With sodium hydride; In dichloromethane; at 20 ℃; for 48h; Yield given;

Reference yield:

<(3R)-3-hydroxy-12'-apo-β-carotenyl>triphenylphosphonium bromide + 2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al (159171-18-3) → (all-E)-(3R,3'R)-diatoxanthin (31063-73-7)

Guidance literature:

With sodium hydride; In dichloromethane; at 20 ℃; for 48h; Yield given;

Reference yield:

Diatoxanthin-trimethylsilylaether → (all-E)-(3R,3'R)-diatoxanthin (31063-73-7)

Guidance literature:

With potassium hydroxide; In diethyl ether;

DOI:10.1016/S0031-9422(00)89242-0

upstream raw materials:

(2E,4E,6E,8E,10E)-13-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-2,7,11-trimethyl-trideca-2,4,6,8,10-pentaen-12-ynal

2-E-5-((4'R)-4'-hydroxy-2',2',6'-trimethylcyclohex-1'-enyl)-3-methyl-2-penten-4-yn-1-al

Diadinoxanthinditrimethylsilylether