cypellocarpin C

Base Information

• Chemical Name: cypellocarpin C
• CAS No.: 294856-66-9
• Molecular Formula: C₂₆H₃₂O₁₁
• Molecular Weight: 520.533
• Mol file: 294856-66-9.mol

Synonyms:

Chemical Property of cypellocarpin C

Chemical Property:

• Melting Point: 229-230 °C
• Boiling Point: 764.5±60.0 °C(Predicted)
• PKA: 6.18±0.40(Predicted)
• Density: 1.443±0.06 g/cm3(Predicted)

Purity/Quality:

Analysis control,98.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cypellocarpin C

There total 1 articles about cypellocarpin C 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: 56.0%

7-O-β-D-glucopyranoside-2-methyl-5,7-dihydroxy-4H-1-benzopyran-4-one (58108-99-9) + (+)-(R)-oleuropeic acid (22155-73-3) → cypellocarpin C (294856-66-9)

Guidance literature:

With 4-methyl-morpholine; dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 50 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.carres.2010.07.029

upstream raw materials:

7-O-β-D-glucopyranoside-2-methyl-5,7-dihydroxy-4H-1-benzopyran-4-one

(+)-(R)-oleuropeic acid

Refernces

Synthesis of the monoterpenoid esters cypellocarpin C and cuniloside B and evidence for their widespread occurrence in Eucalyptus

10.1016/j.carres.2010.07.029

The research primarily focuses on the synthesis and widespread occurrence of monoterpenoid esters, cuniloside B and cypellocarpin C, in the Eucalyptus genus. Experiments involved the synthesis of these esters along with related natural products using reactants such as D-glucopyranose, (+)-(R)-oleuropeic acid, noreugenin, and various glycosides. The synthesis processes were optimized using different conditions and reagents, including phase transfer glycosylation, deacetylation with sodium methoxide, and acylation using HBTU–NMM–DMAP. The experiments also encompassed the extraction and analysis of leaf samples from 28 diverse eucalypt species, utilizing techniques like LC-ESIMS, NMR, and IR spectroscopy for compound identification and quantification. The study revealed that cuniloside B is present in all examined species, while cypellocarpin C is found in most, suggesting their potential roles in essential oil biosynthesis or mobilization.