CID 11120139

Base Information

• Chemical Name: CID 11120139
• CAS No.: 15340-83-7
• Molecular Formula: C₂₁H₃₂O
• Molecular Weight: 300.484
• Nikkaji Number: J144.077B
• Wikidata: Q104986146
• Mol file: 15340-83-7.mol

Synonyms:15340-83-7;(4aS,10aS)-7-methoxy-1,1,4a-trimethyl-8-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene;Phenanthrene, 1,2,3,4,4a,9,10,10a-octahydro-7-methoxy-1,1,4a-trimethyl-8-(1-methylethyl)-, (4aS,10aS

Chemical Property of CID 11120139

Chemical Property:

• PSA: 9.23000
• LogP: 5.84880
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 300.245315640
• Heavy Atom Count: 22
• Complexity: 399

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C=CC2=C1CCC3C2(CCCC3(C)C)C)OC
• Isomeric SMILES: CC(C)C1=C(C=CC2=C1CC[C@@H]3[C@@]2(CCCC3(C)C)C)OC

Technology Process of CID 11120139

There total 53 articles about CID 11120139 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: 93.0%

trans-totarol (511-15-9) + methyl iodide (74-88-4) → 13-methoxy-totara-8,11,13-triene (15340-83-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1016/S0968-0896(99)00162-5

Reference yield: 83.0%

12-bromo-13-methoxytotara-8,11,13-triene (84104-94-9) → 13-methoxy-totara-8,11,13-triene (15340-83-7)

Guidance literature:

With sodium methylate; copper(I) bromide; In ethyl acetate; for 18h; Heating;

Reference yield: 48.0%

12-bromo-13-methoxytotara-8,11,13-triene (84104-94-9) → 13-methoxy-totara-8,11,13-triene (15340-83-7) + 13-methoxytotara-8,11,13-trien-12-ol (51847-85-9)

Guidance literature:

With n-butyllithium; oxygen; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

DOI:10.1071/CH9821679

upstream raw materials:

trans-totarol

methanol

12-amino-13-methoxytotara-8,11,13-triene

12-bromo-13-methoxytotara-8,11,13-triene

Downstream raw materials:

totara-8,11,13-triene-12,13-diol dibenzoate

12-amino-13-methoxytotara-8,11,13-triene

(4aS,10aS)-1,2,3,4,4a,9,10,10a-octahydro-6,7-dihydroxy-8-isopropyl-1,1,1,4a-trimethylphenanthrene

14-hydroxy-13-methoxy-8,11,13-podocarpatriene

Refernces

• 1、 Bendall, Justin G.,Cambie, Richard C.,Rutledge, Peter S.,Stevenson, Ralph J.,Woodgate, Paul D.. "Copper(I)-Mediated Oxygenation of Diterpenoids; Three Routes to Catechol Derivatives". . p. 487 - 500. Retrieved 2007/10/02.
• 2、 Cambie,Hayward,Palmer. "Chemistry of the podocarpaceae. LXIII. Ring-C oxidation of totarol". . p. 1679 - 1697. Retrieved 2007/10/02.