Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

Base Information

Chemical Name:Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester
CAS No.:202004-61-3
Molecular Formula:C₁₅H₂₃O₇P
Molecular Weight:346.317
Hs Code.:

Synonyms:Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

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Chemical Property of Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

Chemical Property:

Purity/Quality:

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Technology Process of Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

There total 4 articles about Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester 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:

: 202004-48-6
diethyl (R)-1-acetyloxy-3-phenyl-2(E)-propenylphosphonate

: 202004-63-5
Acetic acid (1R,2R,3S)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

: 202004-61-3
Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

Guidance literature:: With AD-mix-α; methanesulfonamide; potassium osmate(VI); In water; tert-butyl alcohol; at 0 ℃; for 42h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(97)10342-8

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 202004-61-3
Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / Ti(O-i-Pr)4 / toluene / 12 h / 0 °C

2: 89 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

3: 13 percent / AD-mix-α; CH3SO2NH2 / potassium osmate dihydrate / H2O; 2-methyl-propan-2-ol / 6 h / 0 °C

4: AD-mix-β; CH3SO2NH2 / potassium osmate dihydrate / H2O; 2-methyl-propan-2-ol / 42 h / 0 °C

With pyridine; titanium(IV) isopropylate; dmap; AD-mix-α; methanesulfonamide; AD-mix-β; potassium osmate(VI); In dichloromethane; water; toluene; tert-butyl alcohol; 1: Addition / 2: Acetylation / 3: Oxidation / 4: Oxidation;
DOI:10.1016/S0040-4020(97)10342-8

Reference yield:

: 79158-10-4
(1-hydroxy-3-phenyl-allyl)-phosphonic acid diethyl ester

: 202004-61-3
Acetic acid (1R,2S,3R)-1-(diethoxy-phosphoryl)-2,3-dihydroxy-3-phenyl-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

2: 13 percent / AD-mix-α; CH3SO2NH2 / potassium osmate dihydrate / H2O; 2-methyl-propan-2-ol / 6 h / 0 °C

3: AD-mix-β; CH3SO2NH2 / potassium osmate dihydrate / H2O; 2-methyl-propan-2-ol / 42 h / 0 °C

With pyridine; dmap; AD-mix-α; methanesulfonamide; AD-mix-β; potassium osmate(VI); In dichloromethane; water; tert-butyl alcohol; 1: Acetylation / 2: Oxidation / 3: Oxidation;
DOI:10.1016/S0040-4020(97)10342-8