Sambucoin

Base Information

• Chemical Name: Sambucoin
• CAS No.: 90044-34-1
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• DSSTox Substance ID: DTXSID501009111
• Nikkaji Number: J92.583G
• Wikidata: Q83005825
• Mol file: 90044-34-1.mol

Synonyms:Sambucoin;90044-34-1;DTXSID501009111;Cyclopenta(c)(1)benzopyran-3(2H)-one, 1,3a,4,5a,8,9,9a,9b-octahydro-3a-hydroxy-7,9a,9b-trimethyl-, (3aS,5aS,9aR,9bR)-;3a-Hydroxy-7,9a,9b-trimethyl-1,3a,4,5a,8,9,9a,9b-octahydrobenzo[b]cyclopenta[d]pyran-3(2H)-one

Chemical Property of Sambucoin

Chemical Property:

• Vapor Pressure: 6.01E-07mmHg at 25°C
• Boiling Point: 369°C at 760 mmHg
• Flash Point: 133.3°C
• PSA: 46.53000
• Density: 1.176g/cm³
• LogP: 2.23190
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 250.15689456
• Heavy Atom Count: 18
• Complexity: 441

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2C(CC1)(C3(CCC(=O)C3(CO2)O)C)C
• Isomeric SMILES: CC1=C[C@H]2[C@](CC1)([C@]3(CCC(=O)[C@]3(CO2)O)C)C

Technology Process of Sambucoin

There total 2 articles about Sambucoin 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:

pre-sambucoin (147262-99-5) → sambucoin (90044-34-1)

Guidance literature:

With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; Yield given. Multistep reaction; 1) CH₂Cl₂, -78 deg C, 30 min, 2) warm up to -25 deg C in 40 min, then room temperature;

DOI:10.1016/0031-9422(92)80114-T

Reference yield:

isotrichodiol (130369-84-5) → sambucoin (90044-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 17 percent / phosphate buffer (pH 5.8) / 144 h / 28 °C

2: 1) DMSO, trifluoroacetic anhydride, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 30 min, 2) warm up to -25 deg C in 40 min, then room temperature

With phosphate buffer; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride;

DOI:10.1016/0031-9422(92)80114-T

upstream raw materials:

pre-sambucoin

isotrichodiol

Refernces