Dehydroshizukanolide

Base Information

• Chemical Name: Dehydroshizukanolide
• CAS No.: 66395-02-6
• Molecular Formula: C15H16O2
• Molecular Weight: 228.2863
• Mol file: 66395-02-6.mol

Synonyms:Dehydroshizukanolide;shizukanolide B;OVEQSZKTJIUNHZ-JDTTZNEISA;8,9-Dehydro-shizukanolid;InChI=1/C15H16O2/c1-7-9-4-12(9)15(3)6-13-10(5-11(7)15)8(2)14(16)17-13/h6,9,11-12H,1,4-5H2,2-3H3/t9-,11+,12-,15-/m1/s1;(4aS,5aS,6aR,6bS)-3,6b-dimethyl-5-methylene-4,4a,5,5a,6,6a-hexahydrocyclopropa[2,3]indeno[5,6-b]furan-2(6bH)-one;

Chemical Property of Dehydroshizukanolide

Chemical Property:

• Vapor Pressure: 5.71E-07mmHg at 25°C
• Boiling Point: 411.1°Cat760mmHg
• Flash Point: 173.5°C
• PSA: 26.30000
• Density: 1.21g/cm³
• LogP: 2.97570

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dehydroshizukanolide

There total 7 articles about Dehydroshizukanolide 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: 80.0%

C15H18O2 → chloranthalactone A (66395-02-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone;

DOI:10.1039/c2cc17882f

Reference yield: 79.0%

pyruvic acid methyl ester (600-22-6) + bolivianine (73215-93-7) → chloranthalactone A (66395-02-6)

Guidance literature:

bolivianine; With titanium tetrachloride; triethylamine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

pyruvic acid methyl ester; In dichloromethane; Inert atmosphere;

DOI:10.1002/jhet.3924

Reference yield:

C15H20O2 (1384986-79-1) → chloranthalactone A (66395-02-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1039/c2cc17882f

upstream raw materials:

shizukaol A

C₁₅H₂₀O₂

lindenene

(4aS,5aS,6aR,6bS,7aS)-3,6b-dimethyl-5-methylene-4,4a,5,5a,6,6a,7,7a-octahydrocyclopropa[2,3]indeno[5,6-b]furan-2(6bH)-one

Downstream raw materials:

chloranthalactone B

chloranthalactone E

(1aR,1bS,6aS,7aS)-6-Hydroxy-1b,5-dimethyl-7-methylene-1a,1b,6,6a,7,7a-hexahydro-1H-3-oxa-cyclopropa[a]-s-indacen-4-one

chloranthalactone D

Refernces

• 1、 Li, Xingyi,Wang, Yanhong,Fu, Kai,Hu, Zhiyong,Li, Zhichun,Ma, Wenbing,Xun, Miao-Miao,Yuan, Changchun. "TiCl4-Et3N-mediated one-step synthesis of γ-alkylidenebutenolides from ketones: Application to natural product synthesis". . p. 2056 - 2062. Retrieved 2020.