(1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol

Base Information

• Chemical Name: (1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol
• CAS No.: 191484-15-8
• Molecular Formula: C₃₁H₃₀O₃P₂
• Molecular Weight: 512.525

Synonyms:(1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol

Chemical Property of (1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol

Chemical Property:

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Technology Process of (1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol

There total 2 articles about (1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol 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:

[(1R,4S,5S,6S,7R)-5,6-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]hept-2-en-7-yl]-trimethyl-silane → (1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol (191484-15-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / NBS, H₂O / dimethylsulfoxide

2: 84 percent / AgNO₃ / methanol

3: H₂ / Pd/C / ethanol

With N-Bromosuccinimide; water; hydrogen; silver nitrate; palladium on activated charcoal; In methanol; ethanol; dimethyl sulfoxide;

DOI:10.1055/s-1997-6152

Reference yield:

syn-7-hydroxynorphos(O) → (1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol (191484-15-8) + (1R,2S,3S,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol (191539-69-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1055/s-1997-6152

Reference yield: 88.0%

bromoacetic acid tert-butyl ester (5292-43-3) + (1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]heptan-7-ol (191484-15-8) → [(1R,2R,3R,4S,7S)-2,3-Bis-(diphenyl-phosphinoyl)-bicyclo[2.2.1]hept-7-yloxy]-acetic acid tert-butyl ester

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1055/s-1997-6152

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