13-OXOPODOCARP-8(14)-EN-18-OICACID

Base Information

• Chemical Name: 13-OXOPODOCARP-8(14)-EN-18-OICACID
• CAS No.: 63976-69-2
• Molecular Formula: C17H24O3
• Molecular Weight: 276.37066
• Mol file: 63976-69-2.mol

Synonyms:13-OXOPODOCARP-8(14)-EN-18-OICACID;13-Keto-8(14)-podocarpen-18-oic acid

Chemical Property of 13-OXOPODOCARP-8(14)-EN-18-OICACID

Chemical Property:

• Melting Point: 175 - 177 °C
• Boiling Point: 444.4±45.0 °C(Predicted)
• PKA: 4.63±0.40(Predicted)
• PSA: 54.37000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 3.58300

Purity/Quality:

98%Min ^*data from raw suppliers

13-Oxopodocarp-8(14)-en-18-oicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 13-OXOPODOCARP-8(14)-EN-18-OICACID

There total 15 articles about 13-OXOPODOCARP-8(14)-EN-18-OICACID 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%

13-Oxopodocarp-8(14)-en-18-saeure-methylester (20085-81-8) → 13-oxo-13-deisopropyl-abiet-8(14)en-15-oic acid (5708-85-0,133131-74-5,135414-08-3,63976-69-2)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 20 ℃; for 0.75h;

DOI:10.1055/s-2001-18089

Reference yield: 17.0%

7-(1-hydroperoxy-1-methyl-ethyl)-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydro-phenanthrene-1-carboxylic acid (113903-96-1) → 13β,15-epoxy-14α-hydroxy-abiet-7-en-19-oic acid (1039118-68-7) + 13-oxo-13-deisopropyl-abiet-8(14)en-15-oic acid (5708-85-0,133131-74-5,135414-08-3,63976-69-2) + 15-hydroxyabietic acid (101821-23-2)

Guidance literature:

In water; acetonitrile; for 5h; Heating;

DOI:10.1016/j.tet.2008.04.035

Reference yield: 10.0%

1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical (80037-90-7) + 7-(1-hydroperoxy-1-methyl-ethyl)-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydro-phenanthrene-1-carboxylic acid (113903-96-1) → 13β,15-epoxy-14α-hydroxy-abiet-7-en-19-oic acid (1039118-68-7) + 7α-(1',1',3',3'-tetramethyl-1',3'-dihydroisoindol-2'-yloxy)-13-oxo-13-deisopropyl-abiet-8(14)-en-15-oic acid (1039118-56-3) + 7α-(1',1',3',3'-tetramethyl-1',3'-dihydroisoindol-2'-yloxy)-13β,15-dihydroxy-abiet-8(14)-en-19-oic acid (1039118-77-8) + 13-oxo-13-deisopropyl-abiet-8(14)en-15-oic acid (5708-85-0,133131-74-5,135414-08-3,63976-69-2)

Guidance literature:

In water; acetonitrile; for 22h; Further byproducts.; Heating;

DOI:10.1016/j.tet.2008.04.035

upstream raw materials:

neoabietic acid

chloroethane

ozone

13-Oxopodocarp-8⁽¹⁴⁾-en-18-saeure-methylester

Downstream raw materials:

7-(1-hydroperoxy-1-methyl-ethyl)-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydro-phenanthrene-1-carboxylic acid

15-hydroxyabietic acid

Refernces

• 1、 Haberkorn,Mutterer,Giménez Arnau,Lepoittevin. "Conversion of a cyclic α,β-unsaturated ketone into a tertiary dienyl hydroperoxide: Application to the first hemisynthesis of 15-hydroperoxyabietic acid". . p. 1723 - 1726. Retrieved 2007/10/03.