(1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2⁽⁶⁾,4-diene

Base Information

• Chemical Name: (1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2⁽⁶⁾,4-diene
• CAS No.: 1319741-76-8
• Molecular Formula: C₃₁H₃₃N₂OP
• Molecular Weight: 480.59

Synonyms:(1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2⁽⁶⁾,4-diene

Chemical Property of (1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2⁽⁶⁾,4-diene

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Technology Process of (1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2⁽⁶⁾,4-diene

There total 5 articles about (1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2⁽⁶⁾,4-diene 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: 62.0%

(1R,7S)-3-(2-bromo-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]deca-2(6),4-diene (1319741-74-6) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → (1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2(6),4-diene (1319741-76-8)

Guidance literature:

(1R,7S)-3-(2-bromo-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,4-diene; With tert.-butyl lithium; In tetrahydrofuran; hexane; at -90 - -85 ℃; for 0.166667h; Inert atmosphere;

chloro-diphenylphosphine; In tetrahydrofuran; hexane; at -85 - 5 ℃; for 12h;

DOI:10.1134/S1070428011060224

Reference yield:

(2-bromo-6-methoxyphenyl)hydrazine (1319741-72-4) → (1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2(6),4-diene (1319741-76-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 0.5 h

2.1: hydrogen bromide / methanol; water / 5 h / Reflux

3.1: tert.-butyl lithium / tetrahydrofuran; hexane / 0.17 h / -90 - -85 °C / Inert atmosphere

3.2: 12 h / -85 - 5 °C

With hydrogen bromide; tert.-butyl lithium; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1134/S1070428011060224

Reference yield:

(1R)-3-acetylcamphor (661459-81-0,661459-82-1) → (1R,7S)-3-(2-diphenylphosphino-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]-deca-2(6),4-diene (1319741-76-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 0.5 h

2.1: hydrogen bromide / methanol; water / 5 h / Reflux

3.1: tert.-butyl lithium / tetrahydrofuran; hexane / 0.17 h / -90 - -85 °C / Inert atmosphere

3.2: 12 h / -85 - 5 °C

With hydrogen bromide; tert.-butyl lithium; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1134/S1070428011060224

upstream raw materials:

(1R,7S)-3-(2-bromo-6-methoxyphenyl)-1,5,10,10-tetramethyl-3,4-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,4-diene

chloro-diphenylphosphine

(2-bromo-6-methoxyphenyl)hydrazine

(1R)-3-acetylcamphor

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