(-)-di-(1R,2S,5R)-menthyl (R_S,S_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate

Base Information

• Chemical Name: (-)-di-(1R,2S,5R)-menthyl (R_S,S_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate
• CAS No.: 1567840-98-5
• Molecular Formula: C₃₄H₅₂NO₄PS
• Molecular Weight: 601.831

Synonyms:(-)-di-(1R,2S,5R)-menthyl (R_S,S_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate

Chemical Property of (-)-di-(1R,2S,5R)-menthyl (R_S,S_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate

Chemical Property:

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Technology Process of (-)-di-(1R,2S,5R)-menthyl (R_S,S_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate

There total 5 articles about (-)-di-(1R,2S,5R)-menthyl (R_S,S_C)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate 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: 77.0%

hydrogen di[(1R,2S,5R)-menthyl] phosphite (211183-18-5) + (-)-(R)-N-(p-tolylsulfinyl)benzaldimine → (-)-di-(1R,2S,5R)-menthyl (RS,RC)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate (1567841-01-3) + (-)-di-(1R,2S,5R)-menthyl (RS,SC)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate (1567840-98-5)

Guidance literature:

hydrogen di[(1R,2S,5R)-menthyl] phosphite; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

(-)-(R)-N-(p-tolylsulfinyl)benzaldimine; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1002/hc.21130

Reference yield:

(-)-menthol (2216-51-5) → (-)-di-(1R,2S,5R)-menthyl (RS,RC)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate (1567841-01-3) + (-)-di-(1R,2S,5R)-menthyl (RS,SC)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate (1567840-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: phosphorus trichloride

2.1: water

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

3.2: 4 h / -78 °C

With water; lithium hexamethyldisilazane; phosphorus trichloride; In tetrahydrofuran;

DOI:10.1002/hc.21130

Reference yield:

di(1R,2S,5R)-menthyl phosphorochloridite (105449-76-1) → (-)-di-(1R,2S,5R)-menthyl (RS,RC)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate (1567841-01-3) + (-)-di-(1R,2S,5R)-menthyl (RS,SC)-1-phenyl-1-(p-tolylsulfinylamino)-methanephosphonate (1567840-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

2.2: 4 h / -78 °C

With water; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1002/hc.21130

upstream raw materials:

hydrogen di[(1R,2S,5R)-menthyl] phosphite

(-)-menthol

di(1R,2S,5R)-menthyl phosphorochloridite

benzaldehyde

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