Oxacyclooctadec-9-ene-2,6,12,16-tetrone, 3,8,14-trihydroxy-17-((S)-hydroxy((2R,3R)-2-methyl-3-((1S,2Z)-1-methyl-2-butenyl)oxiranyl)methyl)-4-methoxy-5,7,9,11,15-pentamethyl-, (3R,4S,5S,7R,8R,9E,11S,14S,15R,17R)-

Base Information

• Chemical Name: Oxacyclooctadec-9-ene-2,6,12,16-tetrone, 3,8,14-trihydroxy-17-((S)-hydroxy((2R,3R)-2-methyl-3-((1S,2Z)-1-methyl-2-butenyl)oxiranyl)methyl)-4-methoxy-5,7,9,11,15-pentamethyl-, (3R,4S,5S,7R,8R,9E,11S,14S,15R,17R)-
• CAS No.: 92471-87-9
• Molecular Formula: C₃₂H₅₀O₁₁
• Molecular Weight: 610.742
• Mol file: 92471-87-9.mol

Synonyms:tedanolide

Chemical Property of Oxacyclooctadec-9-ene-2,6,12,16-tetrone, 3,8,14-trihydroxy-17-((S)-hydroxy((2R,3R)-2-methyl-3-((1S,2Z)-1-methyl-2-butenyl)oxiranyl)methyl)-4-methoxy-5,7,9,11,15-pentamethyl-, (3R,4S,5S,7R,8R,9E,11S,14S,15R,17R)-

Chemical Property:

• Vapor Pressure: 3.76E-28mmHg at 25°C
• Boiling Point: 780.7°Cat760mmHg
• Flash Point: 241.7°C
• PSA: 180.19000
• Density: 1.21g/cm³
• LogP: 1.57580
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 610.33531241
• Heavy Atom Count: 43
• Complexity: 1080

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(C)C1C(O1)(C)C(C2COC(=O)C(C(C(C(=O)C(C(C(=CC(C(=O)CC(C(C2=O)C)O)C)C)O)C)C)OC)O)O
• Isomeric SMILES: C/C=C\[C@H](C)[C@@H]1[C@@](O1)(C)[C@H]([C@H]2COC(=O)[C@@H]([C@H]([C@@H](C(=O)[C@@H]([C@H](/C(=C\[C@@H](C(=O)C[C@@H]([C@H](C2=O)C)O)C)/C)O)C)C)OC)O)O

Technology Process of Oxacyclooctadec-9-ene-2,6,12,16-tetrone, 3,8,14-trihydroxy-17-((S)-hydroxy((2R,3R)-2-methyl-3-((1S,2Z)-1-methyl-2-butenyl)oxiranyl)methyl)-4-methoxy-5,7,9,11,15-pentamethyl-, (3R,4S,5S,7R,8R,9E,11S,14S,15R,17R)-

There total 11 articles about Oxacyclooctadec-9-ene-2,6,12,16-tetrone, 3,8,14-trihydroxy-17-((S)-hydroxy((2R,3R)-2-methyl-3-((1S,2Z)-1-methyl-2-butenyl)oxiranyl)methyl)-4-methoxy-5,7,9,11,15-pentamethyl-, (3R,4S,5S,7R,8R,9E,11S,14S,15R,17R)- 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: 72.0%

C44H78O11Si2 (1086054-97-8) → (+)-tedanolide (92471-87-9)

Guidance literature:

With triethylamine tris(hydrogen fluoride); triethylamine; In acetonitrile; at 20 ℃; for 78h;

DOI:10.1021/ja8063205

Reference yield: 58.0%

C47H84O11Si2 → (+)-tedanolide (92471-87-9)

Guidance literature:

With triethylamine hydrofluoride; In acetonitrile; at 20 ℃; for 120h;

DOI:10.1021/ja073329u

Reference yield: 28.0%

3,8,14-trihydroxy-17-(1-hydroxy-2,4-dimethyl-hepta-2,5-dienyl)-4-methoxy-5,7,9,11,15-pentamethyl-oxacyclooctadec-9-ene-2,6,12,16-tetraone → (+)-tedanolide (92471-87-9)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 - -30 ℃; for 72h;

DOI:10.1021/ja0659572

upstream raw materials:

(1'S,2'E,3R,4S,4'S,5S,5'Z,7R,8R,9E,11S,14S,15R,17R)-3,8,14-trihydroxy-17-(1'-hydroxy-2',4'-dimethylhepta-2',5'-dienyl)-4-methoxy-5,7,9,11,15-pentamethyloxacyclooctadec-9-ene-2,6,12,16-tetraone

C₄₄H₇₈O₁₁Si₂