diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

Base Information

Chemical Name:diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate
CAS No.:164358-21-8
Molecular Formula:C₁₃H₂₁O₆P
Molecular Weight:304.28
Hs Code.:

Synonyms:diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

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Chemical Property of diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

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Technology Process of diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

There total 4 articles about diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate 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: 71.0%

: 87750-67-2
(E)-diethyl (4-methoxylstyryl)phosphonate

: 164358-21-8
diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

Guidance literature:: With AD-mix-α; methanesulfonamide; water; tert-butyl alcohol; at 25 ℃; for 48h;
DOI:10.1016/0957-4166(95)00014-G

Reference yield:

: 87750-67-2
(E)-diethyl (4-methoxylstyryl)phosphonate

: 164358-21-8
diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

: diethyl (1R,2R)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

Guidance literature:: With AD-mix-α; methanesulfonamide; potassium osmate(VI); In water; tert-butyl alcohol; at 0 - 25 ℃; for 50h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(97)10341-6

Reference yield:

: 1660-94-2
Tetraethyl methylenediphosphonate

: 164358-21-8
diethyl (1S,2S)-1,2-dihydroxy-2-(4-methoxyphenyl)ethylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane / 2 h / 0 - 20 °C

1.2: 51 percent / hexane; tetrahydrofuran / 3.2 h / 0 - 80 °C

2.1: AD-mix-α reagent; CH3SO2NH2 / potassium osmate dihydrate / H2O; 2-methyl-propan-2-ol / 50 h / 0 - 25 °C

With AD-mix-α; n-butyllithium; methanesulfonamide; potassium osmate(VI); In hexane; water; tert-butyl alcohol; 1.1: Metallation / 1.2: Horner-Emmons-Wadsworth reaction / 2.1: Oxidation;
DOI:10.1016/S0040-4020(97)10341-6