2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane

Base Information

• Chemical Name: 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane
• CAS No.: 165879-53-8
• Molecular Formula: C₂₇H₃₁N₂O₂P
• Molecular Weight: 446.529

Synonyms:2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane

Chemical Property of 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane

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Technology Process of 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane

There total 2 articles about 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane 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: 47.0%

2-Acetyl-3-phenyl-1,3-diazabicyclo<3.3.0>octane (165879-51-6) + diphenyl(methyl)phosphine oxide (2129-89-7) → 2-<(1'R)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane + 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane (165879-53-8)

Guidance literature:

With methyllithium; In diethyl ether; Yields of byproduct given; 1.) 0 deg C, 30 min, 2.) -78 deg C, 1.5 h;

DOI:10.1039/P19960002117

Reference yield:

lithiated methyldiphenylphosphine oxide (23182-99-2) + 2-Acetyl-3-phenyl-1,3-diazabicyclo<3.3.0>octane (165879-51-6) → 2-<(1'R)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane + 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane (165879-53-8)

Guidance literature:

In tetrahydrofuran; at -78 ℃; Product distribution; with different metal and solvent;

DOI:10.1016/0040-4039(95)00334-9

Reference yield: 100.0%

1.3-propanedithiol (109-80-8) + 2-<(1'S)-2'-Diphenylphosphinoyl-1'-hydroxy-1'-methylethyl>-3-phenyl-1,3-diazabicyclo<3.3.0>octane (165879-53-8) → (R)-1-(Diphenyl-phosphinoyl)-2-[1,3]dithian-2-yl-propan-2-ol

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1039/p19960002129

upstream raw materials:

lithiated methyldiphenylphosphine oxide

2-Acetyl-3-phenyl-1,3-diazabicyclo<3.3.0>octane

diphenyl(methyl)phosphine oxide

Downstream raw materials:

(S)-3-Diphenylphosphinoyl-2-hydroxy-2-methylpropanal

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