Methyl okadaate

Base Information

• Chemical Name: Methyl okadaate
• CAS No.: 78111-14-5
• Molecular Formula: C45H70 O13
• Molecular Weight: 819.043
• DSSTox Substance ID: DTXSID00868465
• Nikkaji Number: J711.385D
• Wikidata: Q104946491
• ChEMBL ID: CHEMBL502735
• Mol file: 78111-14-5.mol

Synonyms:methyl okadaate

Chemical Property of Methyl okadaate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 898.7°C at 760 mmHg
• Flash Point: 259.6°C
• PSA: 171.83000
• Density: 1.25g/cm³
• LogP: 5.30200
• Storage Temp.: −20°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 11
• Exact Mass: 818.48164228
• Heavy Atom Count: 58
• Complexity: 1530

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(CCCCO2)OC1C(C)CC(C3C(=C)C(C4C(O3)CCC5(O4)CCC(O5)C=CC(C)C6CC(=CC7(O6)C(CCC(O7)CC(C)(C(=O)OC)O)O)C)O)O
• Isomeric SMILES: C[C@@H]1CC[C@]2(CCCCO2)O[C@@H]1[C@@H](C)C[C@@H]([C@@H]3C(=C)[C@H]([C@H]4[C@H](O3)CC[C@]5(O4)CC[C@@H](O5)/C=C/[C@@H](C)[C@@H]6CC(=C[C@@]7(O6)[C@@H](CC[C@H](O7)C[C@](C)(C(=O)OC)O)O)C)O)O

Technology Process of Methyl okadaate

There total 2 articles about Methyl okadaate 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: 98.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + okadaic acid (78111-17-8) → okadaic acid methyl ester (78111-14-5)

Guidance literature:

In methanol; at 20 ℃;

DOI:10.3987/COM-08-S(N)88

Reference yield:

okadaic acid (78111-17-8) + diazomethyl-trimethyl-silane (18107-18-1) → okadaic acid methyl ester (78111-14-5)

Guidance literature:

In methanol; hexane; benzene; at 20 ℃; for 0.333333h;

DOI:10.1021/ja501795c

upstream raw materials:

diazomethane

okadaic acid

diazomethyl-trimethyl-silane

Refernces

• 1、 Kita, Masaki,Kuramoto, Makoto,Chiba, Tatsuhiko,Yamada, Akihiro,Yamada, Nobuko,Ishida, Takako,Haino, Takeharu,Yamada, Kaoru,Ijuin, Yasuharu,Ohno, Osamu,Uemura, Daisuke. "Structure-activity relationship of okadaic acid, a potent protein phosphatases PP1 and PP2A inhibitor: 24-epi-okadaic acid and a 18-membered lactone analog". scheme or table. p. 1033 - 1042. Retrieved 2009/06/28.
• 2、 Tachibana,Scheuer,Tsukitani,et al.. "Okadaic acid, a cytotoxic polyether from two marine sponges of the genus Halichondria". . p. 2469 - 2471. Retrieved 2007/10/02.