tert-butyl (+)-(1R,2R,S_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate

Base Information

• Chemical Name: tert-butyl (+)-(1R,2R,S_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate
• CAS No.: 1422157-34-3
• Molecular Formula: C₁₈H₂₇O₆PS
• Molecular Weight: 402.449

Synonyms:tert-butyl (+)-(1R,2R,S_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate

Chemical Property of tert-butyl (+)-(1R,2R,S_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (+)-(1R,2R,S_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate

There total 7 articles about tert-butyl (+)-(1R,2R,S_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate 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: 93.0%

tert-butyl (+)-(1R,2S,RS)-1-dimethylphosphono-2-(p-tolylsulfinyl)cyclopropane-1-carboxylate (1422157-33-2) + methyl iodide (74-88-4) → tert-butyl (+)-(1R,2R,SS)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate (1422157-34-3)

Guidance literature:

tert-butyl (+)-(1R,2S,R_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)cyclopropane-1-carboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -70 ℃; for 0.25h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; at -70 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201600111

Reference yield: 81.0%

tert-butyl (+)-(1R,2S,RS)-1-dimethylphosphono-2-(p-tolylsulfinyl)cyclopropane-1-carboxylate (1422157-33-2) + dimethyl sulfate (77-78-1) → tert-butyl (+)-(1R,2R,SS)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate (1422157-34-3)

Guidance literature:

Inert atmosphere;

DOI:10.1002/ejoc.201600111

Reference yield:

tert-butyl 2-(dimethylphosphono)acrylate → tert-butyl (+)-(1R,2R,SS)-1-dimethylphosphono-2-(p-tolylsulfinyl)-2-methylcyclopropane-1-carboxylate (1422157-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dichloromethane

2: lithium hexamethyldisilazane / -78 °C

With potassium carbonate; lithium hexamethyldisilazane; In dichloromethane;

DOI:10.1016/j.tetlet.2012.11.002

upstream raw materials:

tert-butyl (+)-(1R,2S,R_S)-1-dimethylphosphono-2-(p-tolylsulfinyl)cyclopropane-1-carboxylate

methyl iodide

dimethyl sulfate

Downstream raw materials:

tert-butyl (+)-(1R,2R)-1-dimethylphosphono-2-(p-tolylsulfonyl)-2-methylcyclopropane-1-carboxylate

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