Podocarpic acid

Base Information

• Chemical Name: Podocarpic acid
• CAS No.: 5947-49-9
• Molecular Formula: C17H22 O3
• Molecular Weight: 274.36
• Hs Code.: 2916209090
• European Community (EC) Number: 227-706-3
• UNII: 7K80G5Z96Y
• DSSTox Substance ID: DTXSID30878214
• Nikkaji Number: J8.312G
• Wikidata: Q27108028
• Metabolomics Workbench ID: 28543
• ChEMBL ID: CHEMBL421115
• Mol file: 5947-49-9.mol

Synonyms:podocarpic acid

Chemical Property of Podocarpic acid

Chemical Property:

• Vapor Pressure: 7.22E-09mmHg at 25°C
• Melting Point: 193 - 196 C
• Boiling Point: 450 C
• PKA: 4.66±0.40(Predicted)
• Flash Point: 239.8°C
• PSA: 57.53000
• Density: 1.182g/cm³
• LogP: 3.48710
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 274.15689456
• Heavy Atom Count: 20
• Complexity: 407

Purity/Quality:

98%,99%, ^*data from raw suppliers

Podocarpic acid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCCC(C1CCC3=C2C=C(C=C3)O)(C)C(=O)O
• Isomeric SMILES: C[C@]12CCC[C@]([C@@H]1CCC3=C2C=C(C=C3)O)(C)C(=O)O

Technology Process of Podocarpic acid

There total 26 articles about Podocarpic acid 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: 98.0%

methyl podocarpate (4614-56-6) → podocarpic acid (5947-49-9)

Guidance literature:

With aluminum tri-bromide; ethanethiol; for 5.5h; Ambient temperature;

DOI:10.1021/jo00323a004

Reference yield: 98.0%

methyl O-methylpodocarpate (1231-74-9) → podocarpic acid (5947-49-9)

Guidance literature:

With aluminum tri-bromide; diethyl sulphide;

DOI:10.1039/P19920001505

Reference yield:

(S)-(-)-2-Methyl-2-(2'-nitrovinyl)-δ-valerolactone (102631-75-4) → podocarpic acid (5947-49-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 364 mg / tetrahydrofuran / 2 h / -78 °C

2: 100 percent / NaOMe / 8 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: NaI / acetone / 1.) room temperature, 10 h, 2.) reflux, 3 h

5: 56 percent / NaH / dimethylformamide / 14 h / 0 °C

6: 1.) NaOMe, 2.) TiCl₃, NH₄OAc / 1.) MeOH, room temperature, 1 h, 2.) H₂O, room temperature, 2 h

7: 85 percent / TiCl₄, Zn / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

8: 92 percent / P₂O₅, MeSO₃H / 0.25 h / Ambient temperature

9: 98 percent / AlBr₃, Et₂S

With aluminum tri-bromide; titanium(III) chloride; methanesulfonic acid; diethyl sulphide; ammonium acetate; sodium methylate; phosphorus pentoxide; titanium tetrachloride; sodium hydride; triethylamine; sodium iodide; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1039/P19920001505

upstream raw materials:

methyl podocarpate

methyl O-methylpodocarpate

O-methylpodocarpic acid

(S)-(-)-2-Methyl-2-(2'-nitrovinyl)-δ-valerolactone

Downstream raw materials:

methyl podocarpate

1-methylphenanthrene

methyl O-methylpodocarpate

12-acetoxy-podocarpatrien-(8.11.13)-oic acid-(16)

Refernces

• 1、 Node, Manabu,Hao, Xiao-jiang,Nagasawa, Hideko,Fuji, Kaoru. "GENERAL ENTRY TO THE SYNTHESIS OF OPTICALLY ACTIVE DITERPENOIDS OF C-20β SERIES". . p. 4141 - 4144. Retrieved 2007/10/02.
• 2、 Sengupta, Pasupati,Sen, Manju,Das, Saktipada. "A Simple Method for Hydrolysis of Hindered Esters: Hydrolysis of Methyl Oleanolate, Crategolate, Ursolate & Podocarpate". . p. 721 - 722. Retrieved 2007/10/02.