METHYL DEHYDROABIETATE

Base Information

• Chemical Name: METHYL DEHYDROABIETATE
• CAS No.: 1235-74-1
• Molecular Formula: C21H30 O2
• Molecular Weight: 314.468
• NSC Number: 146198,81596
• UNII: 4P47O55S2W
• Nikkaji Number: J12.782E
• Wikidata: Q27260314
• Metabolomics Workbench ID: 123201
• ChEMBL ID: CHEMBL12798
• Mol file: 1235-74-1.mol

Synonyms:1-Phenanthrenecarboxylicacid, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, methylester, [1R-(1a,4ab,10aa)]-; Abietic acid, dehydro-, methyl ester (6CI);Podocarpa-8,11,13-trien-15-oic acid, 13-isopropyl-, methyl ester (7CI,8CI);Dehydroabietic acid methyl ester; Methyl 8,11,13-Abietatrien-18-oate; Methyldehydroabietate; NSC 146198; NSC 81596

Chemical Property of METHYL DEHYDROABIETATE

Chemical Property:

• Vapor Pressure: 2.7E-06mmHg at 25°C
• Melting Point: 63-65℃
• Boiling Point: 390.2°Cat760mmHg
• Flash Point: 184.3°C
• PSA: 26.30000
• Density: 1.017g/cm³
• LogP: 4.99330
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 314.224580195
• Heavy Atom Count: 23
• Complexity: 457

Purity/Quality:

98% ^*data from raw suppliers

MethylDehydroabietate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)C(=O)OC)C
• Isomeric SMILES: CC(C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3CC2)(C)C(=O)OC)C

Technology Process of METHYL DEHYDROABIETATE

There total 45 articles about METHYL DEHYDROABIETATE 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: 100.0%

dehydroabietic acid (1740-19-8) → Methyl dehydroabietate (1235-74-1,1757-97-7,2756-34-5,7151-00-0,10178-27-5,10178-29-7,21699-55-8,24035-60-7)

Guidance literature:

With diazomethane;

DOI:10.1016/j.tetlet.2010.05.090

Reference yield: 100.0%

dehydroabietic acid (1740-19-8) + diazomethyl-trimethyl-silane (18107-18-1) → Methyl dehydroabietate (1235-74-1,1757-97-7,2756-34-5,7151-00-0,10178-27-5,10178-29-7,21699-55-8,24035-60-7)

Guidance literature:

In methanol; benzene;

DOI:10.1016/j.bmcl.2003.08.072

Reference yield: 98.0%

dehydroabietic acid (1740-19-8) + dimethyl sulfate (77-78-1) → Methyl dehydroabietate (1235-74-1,1757-97-7,2756-34-5,7151-00-0,10178-27-5,10178-29-7,21699-55-8,24035-60-7)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2017.07.049

upstream raw materials:

diazomethane

dehydroabietic acid

methanol

methyl ester of levopimaric acid

Downstream raw materials:

methyl (1R,4aS,10aR)-6-acetyl-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenantrene-1-carboxylate

13-acetyl-7-oxo-8,11,13-podocarpatrien-18-oic acid

7-oxy-8,11,13-abietatrien-18-oic acid

1.3t-dimethyl-cyclohexane-tricarboxylic acid-(1r.2t.3c)-trimethyl ester

Refernces

• 1、 Chen, Nai-Yuan,Xie, Yu-Lan,Lu, Guo-Dong,Ye, Fang,Li, Xin-Yu,Huang, Yu-Wen,Huang, Ming-Li,Chen, Tie-Yu,Li, Cui-Ping. "Synthesis and antitumor evaluation of (aryl)methyl-amine derivatives of dehydroabietic acid-based B ring-fused-thiazole as potential PI3K/AKT/mTOR signaling pathway inhibitors". . p. 967 - 979. Retrieved 2020/04/24.
• 2、 Li, A-Liang,Yang, Ya-Qun,Wang, Wen-Yan,Liu, Qing-Song,Sun, Yue,Gu, Wen. "Synthesis, cytotoxicity and apoptosis-inducing activity of novel 1H-benzo[d]imidazole derivatives of dehydroabietic acid". . p. 1668 - 1678. Retrieved 2020/07/30.