17,19-Dinoratis-15-ene-4,13,14-tricarboxylicacid, 16-(1-methylethyl)-, (4a,8a,12a,13R,14S)-

Base Information

• Chemical Name: 17,19-Dinoratis-15-ene-4,13,14-tricarboxylicacid, 16-(1-methylethyl)-, (4a,8a,12a,13R,14S)-
• CAS No.: 125-66-6
• Molecular Formula: C24H34 O6
• Molecular Weight: 418.53
• Mol file: 125-66-6.mol

Synonyms:Atis-13-ene-17,18-dioicacid, 15a-carboxy-13-isopropyl- (8CI);Fumaropimaric acid (7CI); 3H-3,10a-Ethanophenanthrene,17,19-dinoratis-15-ene-4,13,14-tricarboxylic acid deriv.

Chemical Property of 17,19-Dinoratis-15-ene-4,13,14-tricarboxylicacid, 16-(1-methylethyl)-, (4a,8a,12a,13R,14S)-

Chemical Property:

• Boiling Point: 617.4°Cat760mmHg
• Flash Point: 341.2°C
• Density: 1.27g/cm³

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 17,19-Dinoratis-15-ene-4,13,14-tricarboxylicacid, 16-(1-methylethyl)-, (4a,8a,12a,13R,14S)-

There total 9 articles about 17,19-Dinoratis-15-ene-4,13,14-tricarboxylicacid, 16-(1-methylethyl)-, (4a,8a,12a,13R,14S)- 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: 88.0%

8-Glykoyl-1-methoxy-octahydro-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopentacycloocten-5(4H)on (76338-20-0) → Pleuromutilin (125-65-5,80924-94-3)

Guidance literature:

With hydrogenchloride; zinc(II) chloride; In 1,4-dioxane; at 25 ℃; for 4h;

DOI:10.1016/0040-4020(80)80078-0

Reference yield:

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) → fumaropimaric acid (125-66-6)

Guidance literature:

With rosin; at 220 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.carbpol.2013.04.010

Reference yield:

levopimaric acid (79-54-9) → fumaropimaric acid (125-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 200 °C

2: potassium hydroxide / methanol / 2 h / Reflux

With potassium hydroxide; In methanol;

DOI:10.1016/j.bmc.2015.09.006

upstream raw materials:

(2E)-but-2-enedioic acid

levopimaric acid

maleopimaric acid

8-Glykoyl-1-methoxy-octahydro-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopentacycloocten-5(4H)on

Refernces

• 1、 Tretyakova, Elena V.,Smirnova, Irina E.,Salimova, Elena V.,Odinokov, Victor N.. "Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives". . p. 6543 - 6550. Retrieved 2015.
• 2、 Berner, H.,Schulz, G.,Schneider, H.. "SYNTHESE AB-TRANS-ANELLIERTER DERIVATE DES TRICYCLISCHEN DITERPENS PLEUROMUTILIN DURCH INTRAMOLEKULARE 1,5-HYDRID-VERSCHIEBUNG". . p. 1807 - 1811. Retrieved 2007/10/02.