Mesatlantin C

Base Information

• Chemical Name: Mesatlantin C
• CAS No.: 137624-14-7
• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.306
• Mol file: 137624-14-7.mol

Synonyms:MesatlantinC;

Chemical Property of Mesatlantin C

Chemical Property:

• PSA: 38.83000
• LogP: 2.37190

Purity/Quality:

>98% ^*data from raw suppliers

MesatlantinC ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Mesatlantin C is a sesquiterpene lactone extracted from Artemisia mesatlantica, and is a byproduct in the synthesis of Arglabin, an anti-cancer drug.

Technology Process of Mesatlantin C

There total 8 articles about Mesatlantin 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: 67.0%

(1R,3aR,4aS,6aS,9aS,9bS)-1-hydroxy-1,4a-dimethyl-7-methyleneoctahydro-1H-oxireno[2',3':8,8a]azuleno[4,5-b]furan-8(4aH)-one (1343403-10-0) → 1β,10β-Epoxyguaia-3,11(13)-dien-12,6α-olide (137624-14-7,84692-91-1)

Guidance literature:

With Martins sulfurane; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo300888s

Reference yield: 27.1%

kauniolide (81066-45-7) → C15H18O3 (137624-14-7) + C15H18O3 (157751-04-7) + 1β,10β-Epoxyguaia-3,11(13)-dien-12,6α-olide (137624-14-7,84692-91-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jo300888s

Reference yield: 27.1%

kauniolide (81066-45-7) → C15H18O3 (137624-14-7) + C15H18O3 (157751-04-7) + 1β,10β-Epoxyguaia-3,11(13)-dien-12,6α-olide (137624-14-7,84692-91-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jo300888s

upstream raw materials:

(1R,3aR,4aS,6aS,9aS,9bS)-1-hydroxy-1,4a-dimethyl-7-methyleneoctahydro-1H-oxireno[2',3':8,8a]azuleno[4,5-b]furan-8(4aH)-one

parthenolide

kauniolide

(3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylene-3a,4,5,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2(3H)-one

Downstream raw materials:

2-({[(3aR,4aS,6aS,7S,9aS,9bR)-1,4a-dimethyl-8-oxo-4a,5,6,6a,7,8,9a,9b-octahydro-3H-oxireno[8,8a]azuleno[4,5-b]furan-7-yl]methyl}thio)benzoic acid

arborescin

Refernces

• 1、 -. "Process for the preparation of Arglabin". Paragraph 0047-0048. . Retrieved 2017/04/07.
• 2、 -. "USES OF SESQUITERPENE LACTONE COMPOUNDS AND THEIR DERIVATIVES IN DRUGS PREPARATION". Paragraph 0143; 0144. . Retrieved 2017/04/13.