7-Isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

Base Information

• Chemical Name: 7-Isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene
• CAS No.: 19407-28-4
• Molecular Formula: C20H30
• Molecular Weight: 270.458
• DSSTox Substance ID: DTXSID30941114
• Wikidata: Q82917891
• Mol file: 19407-28-4.mol

Synonyms:7-Isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene;19407-28-4;Dehydroabietan;1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene;Abieta-8,11,13-riene;DTXSID30941114;QUUCYKKMFLJLFS-UHFFFAOYSA-N;Phenanthrene, 1,2,3,4,4a,9,10,10a-octahydro-1,1,4a-trimethyl-7-(1-methylethyl)-;Phenanthrene, 1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-1,1,4a-trimethyl-

Chemical Property of 7-Isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

Chemical Property:

• Vapor Pressure: 0.000117mmHg at 25°C
• Melting Point: 41-44 °C
• Boiling Point: 346.3°Cat760mmHg
• Flash Point: 160.2°C
• PSA: 0.00000
• Density: 0.927g/cm³
• LogP: 5.84020
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 270.234750957
• Heavy Atom Count: 20
• Complexity: 353

Purity/Quality:

99% ^*data from raw 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)C

Technology Process of 7-Isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene

There total 1 articles about 7-Isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene 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:

abieta-7,13-dien-18-al (6704-50-3) → ar-abietatriene (19407-28-4) + (4aS,10aS)-7-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene (35241-40-8)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; Yield given. Yields of byproduct given; 1.) ethanediol, reflux, 1.5 h, 2.) reflux, 4 h;

Reference yield:

ar-abietatriene (19407-28-4) → 16-(4-nitrobenzoyloxy)-8,11,13-abietatriene (137064-44-9,137064-47-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 23.358 g / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 4 h / Heating

2: 1.) BH₃*THF, 2.) H₂O₂, aq. NaOH / 1.) THF, 0-5 deg C, 3 h, 2a.) THF, -5 - 0 deg C, 30 min, 2b.) 1.5 h, r. t.

3: 93 percent / pyridine / 2.5 h / 80 - 85 °C

With pyridine; sodium hydroxide; borane-THF; dihydrogen peroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane;

DOI:10.1246/bcsj.64.2855

Reference yield:

ar-abietatriene (19407-28-4) → (15S)-12-acetyl-16-(4-nitrobenzoyloxy)-8,11,13-abietatriene (137064-45-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 23.358 g / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / dioxane / 4 h / Heating

2: 1.) BH₃*THF, 2.) H₂O₂, aq. NaOH / 1.) THF, 0-5 deg C, 3 h, 2a.) THF, -5 - 0 deg C, 30 min, 2b.) 1.5 h, r. t.

3: 93 percent / pyridine / 2.5 h / 80 - 85 °C

4: AlCl₃ / nitrobenzene / 1.) 0-5 deg C, 30 min, 2.) 1.5 h, r. t.

With pyridine; sodium hydroxide; aluminium trichloride; borane-THF; dihydrogen peroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; nitrobenzene;

DOI:10.1246/bcsj.64.2855

upstream raw materials:

abieta-7,13-dien-18-al

Downstream raw materials:

ferruginol

(5S,10S)-abieta-9,11,13-trien-14-ol

16-(4-nitrobenzoyloxy)-8,11,13-abietatriene

(15S)-12-acetyl-16-(4-nitrobenzoyloxy)-8,11,13-abietatriene