4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-1-ylmethyl)-phenol

Base Information

• Chemical Name: 4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-1-ylmethyl)-phenol
• CAS No.: 143951-13-7
• Molecular Formula: C₂₁H₂₅NO₂
• Molecular Weight: 323.435

Synonyms:4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-1-ylmethyl)-phenol

Chemical Property of 4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-1-ylmethyl)-phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-1-ylmethyl)-phenol

There total 4 articles about 4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-1-ylmethyl)-phenol 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: 36.0%

2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine (143950-92-9) → 4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-1-ylmethyl)-phenol (143951-13-7) + 2-(o-hydroxyphenyl)-3,6,11α-trimethyl-8-hydroxy-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine

Guidance literature:

With hydrogen bromide; at 120 ℃; for 21h;

DOI:10.1016/0223-5234(92)90150-Y

Reference yield:

2-cyano-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine (116708-11-3) → 4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-1-ylmethyl)-phenol (143951-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / tetrahydrofuran / 1 h / 0 °C

2: 48percent aq. HBr / 21 h / 120 °C

With hydrogen bromide; In tetrahydrofuran;

DOI:10.1016/0223-5234(92)90150-Y

Reference yield:

2-cyano-1,3,4-trimethyl-3-piperideine (73657-70-2) → 4-((1S,9S,13R)-9,12,13-Trimethyl-8-oxa-12-aza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-1-ylmethyl)-phenol (143951-13-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -60 deg C, 15 min, 2.) THF, from -60 deg C to RT, 2 h

2: 47 percent / tetrahydrofuran / 1 h / 0 °C

3: 48percent aq. HBr / 21 h / 120 °C

With hydrogen bromide; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/0223-5234(92)90150-Y

upstream raw materials:

2-(o-anisyl)-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

2-cyano-2-(p-methoxybenzyl)-1,3,4-trimethyl-1,2,5,6-tetrahydropyridine

2-cyano-1,3,4-trimethyl-3-piperideine

p-methoxybenzyl chloride

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