1-(2-Methoxyphenyl)tricyclo(3.3.1.13,7)decane

Base Information

• Chemical Name: 1-(2-Methoxyphenyl)tricyclo(3.3.1.13,7)decane
• CAS No.: 43109-77-9
• Molecular Formula: C17H22O
• Molecular Weight: 242.361
• Hs Code.: 2918992090
• European Community (EC) Number: 642-243-0
• UNII: A0P25CKJ7S
• DSSTox Substance ID: DTXSID30195695
• Wikidata: Q27273468
• Mol file: 43109-77-9.mol

Synonyms:1-(2-methoxyphenyl)adamantane;43109-77-9;o-Adamantylanisole;1-(2-Methoxyphenyl)tricyclo(3.3.1.13,7)decane;UNII-A0P25CKJ7S;Adapalene impurity C [EP];A0P25CKJ7S;Tricyclo(3.3.1.13,7)decane, 1-(2-methoxyphenyl)-;2-(1-adamantyl)anisole;SCHEMBL647856;DTXSID30195695;2-(ADAMANT-1-YL)METHOXYBENZENE;ADAPALENE IMPURITY C [EP IMPURITY];FT-0661422;F87989;Q27273468;1-(2-METHOXYPHENYL)TRICYCLO(3.3.1.1(SUP 3,7))DECANE;TRICYCLO(3.3.1.1(SUP 3,7))DECANE, 1-(2-METHOXYPHENYL)-;Adapalene Imp. C (EP): 1-(2-Methoxyphenyl)tricyclo-[3.3.1.13,7]decane;Adapalene Imp. C (EP);Adapalene USP Related Compound C;Adapalene USP RC C;1-(2-Methoxyphenyl)tricyclo[3.3.1.13,7]decane;Adapalene Related Compound C;Adapalene Impurity C

Chemical Property of 1-(2-Methoxyphenyl)tricyclo(3.3.1.13,7)decane

Chemical Property:

• Boiling Point: 355.2±21.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.089±0.06 g/cm3(Predicted)
• LogP: 4.16300
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly, Heated), Methano
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 242.167065321
• Heavy Atom Count: 18
• Complexity: 280

Purity/Quality:

98% ^*data from raw suppliers

o-Adamantylanisole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C23CC4CC(C2)CC(C4)C3
• Uses: o-AdaMantylanisole is an Adamantane anisole derivative used in reaction of adamantane derivatives, including the use of 1-adamantyl, 1-adamantylthio, and 1-adamantylsulfinyl groups as protective groups in amino acid and pe ptide synthesis.

Technology Process of 1-(2-Methoxyphenyl)tricyclo(3.3.1.13,7)decane

There total 4 articles about 1-(2-Methoxyphenyl)tricyclo(3.3.1.13,7)decane 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: 6.8%

→ 4-(1-adamantyl)-3-methoxyphenylboronic acid (1036406-05-9) + 1-(o-methoxyphenyl)adamantane (43109-77-9)

Guidance literature:

Reference yield: 5.7%

Trimethyl borate (121-43-7,63156-11-6) + 2-(1-adamantyl)-4-bromoanisole (104224-63-7) → 3-(1-adamantyl)-4-methoxyphenylboronic acid (459423-32-6) + 1-(o-methoxyphenyl)adamantane (43109-77-9)

Guidance literature:

2-(1-adamantyl)-4-bromoanisole; With magnesium; ethylene dibromide; In tetrahydrofuran; Reflux; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -50 - -40 ℃; for 0.5h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran;

Reference yield:

1-adamantyl fluoride (768-92-3) + methoxybenzene (100-66-3) → 1-(4-methoxyphenyl)adamantane (726-94-3) + 1-(o-methoxyphenyl)adamantane (43109-77-9)

Guidance literature:

With aluminium(III) triflate; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2009.02.059

upstream raw materials:

1-adamantyl fluoride

methoxybenzene

Trimethyl borate

2-(1-adamantyl)-4-bromoanisole