((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester

Base Information

• Chemical Name: ((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester
• CAS No.: 186704-13-2
• Molecular Formula: C₁₉H₂₃O₆P
• Molecular Weight: 378.362
• Mol file: 186704-13-2.mol

Synonyms:((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester

Chemical Property of ((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester

There total 4 articles about ((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl 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: 79.0%

dibenzyl (R)-2-hydroxy-2-(hydroxymethyl)-3-methylbut-3-enylphosphonate (186704-15-4) → ((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester (186704-13-2)

Guidance literature:

With dimethylsulfide; ozone; In dichloromethane; 1.) -78 deg C, 3 min; 2.) r.t., 1 h;

DOI:10.1016/S0040-4039(96)02319-2

Reference yield:

Dibenzyl phosphite (17176-77-1) → ((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester (186704-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / isopropyl magnesium chloride / diethyl ether / 2.5 h / -50 - 0 °C

2: 79 percent / 1.) O₃; 2.) Me₂S / CH₂Cl₂ / 1.) -78 deg C, 3 min; 2.) r.t., 1 h

With dimethylsulfide; isopropylmagnesium chloride; ozone; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(96)02319-2

Reference yield:

3-methyl-2-methylenebut-3-en-1-ol (26431-13-0) → ((S)-2-Hydroxy-2-hydroxymethyl-3-oxo-butyl)-phosphonic acid dibenzyl ester (186704-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: D-DET, Ti(i-PrO)4, TBHP / CH₂Cl₂ / 24 h / -20 °C

2: 40 percent / isopropyl magnesium chloride / diethyl ether / 2.5 h / -50 - 0 °C

3: 79 percent / 1.) O₃; 2.) Me₂S / CH₂Cl₂ / 1.) -78 deg C, 3 min; 2.) r.t., 1 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dimethylsulfide; diethyl (2S,3S)-tartrate; isopropylmagnesium chloride; ozone; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(96)02319-2

upstream raw materials:

dibenzyl (R)-2-hydroxy-2-(hydroxymethyl)-3-methylbut-3-enylphosphonate

Dibenzyl phosphite

3-methyl-2-methylenebut-3-en-1-ol

(R)-(2-isopropenyloxiran-2-yl)methanol