bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate

Base Information

Chemical Name:bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate
CAS No.:945652-62-0
Molecular Formula:C₃₇H₅₈NO₄P
Molecular Weight:611.846
Hs Code.:

Synonyms:bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate

Chemical Property:

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Technology Process of bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate

There total 5 articles about bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate 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: 70.0%

: 945652-61-9
bis[(1R,2S,5R)-menthyl] (2R)-(oxiran-2-yl)-methylphosphonate

: 103-49-1
dibenzylamine

: 945652-62-0
bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate

Guidance literature:: In methanol; for 20h; Heating;
DOI:10.1016/j.tet.2007.04.101 DOI:10.1134/S1070363206100318

Reference yield:

: 900537-05-5
bis[(1R,2S,5R)-menthyl] ((S)-3-chloro-2-hydroxypropyl)phosphonate

: 945652-62-0
bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / potassium carbonate; potassium iodide / acetonitrile; dimethylformamide / 8 h / Heating

2: 70 percent / methanol / 20 h / Heating

With potassium carbonate; potassium iodide; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1134/S1070363206100318

Reference yield:

: 900537-07-7
di(1R,2S,5R)-menthyl methylphosphonate

: 945652-62-0
bis[(1R,2S,5R)-menthyl] [(2R)-3-(dibenzylamino)-2-hydroxypropyl]phosphonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: Cu₂Br₂ / tetrahydrofuran; hexane / 1.5 h / -60 - -30 °C

1.3: 80 percent / tetrahydrofuran; hexane / -40 - -30 °C

2.1: 94 percent / sodium borohydride; (R,R)-(+)-tartaric acid / tetrahydrofuran / -30 °C

3.1: 90 percent / K₂CO₃; KI / acetonitrile; dimethylformamide / 8 h / Heating

4.1: 70 percent / methanol / 20 h / Heating

With sodium tetrahydroborate; n-butyllithium; potassium carbonate; potassium iodide; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2007.04.101