(4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole

Base Information

• Chemical Name: (4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole
• CAS No.: 1353056-15-1
• Molecular Formula: C₃₀H₄₃N₂OP
• Molecular Weight: 478.658

Synonyms:(4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole

Chemical Property of (4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole

Chemical Property:

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Technology Process of (4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole

There total 4 articles about (4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole 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: 56.0%

(1R,7S)-3-(2-bromo-6-methoxyphenyl)-1,10,10-trimethyl-3,4-diazatricyclo[5.2.1.0(2,6)]deca-2(6),4-diene (1319741-73-5) + chlorodicyclohexylphosphane (16523-54-9) → (4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole (1353056-15-1)

Guidance literature:

(1R,7S)-3-(2-bromo-6-methoxyphenyl)-1,10,10-trimethyl-3,4-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,4-diene; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.25h;

chlorodicyclohexylphosphane; In tetrahydrofuran; hexane; at -70 - 20 ℃;

DOI:10.1016/j.tetasy.2011.11.001

Reference yield:

(1R)-3-(2-(2-bromo-6-methoxyphenyl)hydrazono)methylcamphor (1319741-77-9) → (4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole (1353056-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen bromide; acetic acid / water / 2 h / 80 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -70 °C

2.2: -70 - 20 °C

With n-butyllithium; hydrogen bromide; acetic acid; In tetrahydrofuran; hexane; water;

DOI:10.1016/j.tetasy.2011.11.001

Reference yield:

(2-bromo-6-methoxyphenyl)hydrazine (1319741-72-4) → (4S,7R)-7,8,8-trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazole (1353056-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 2 h / 20 °C

2.1: hydrogen bromide; acetic acid / water / 2 h / 80 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -70 °C

3.2: -70 - 20 °C

With n-butyllithium; hydrogen bromide; acetic acid; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1016/j.tetasy.2011.11.001

upstream raw materials:

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

chlorodicyclohexylphosphane

(2-bromo-6-methoxyphenyl)hydrazine

(1R)-3-(2-(2-bromo-6-methoxyphenyl)hydrazono)methylcamphor

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