((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester

Base Information

• Chemical Name: ((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester
• CAS No.: 462871-75-6
• Molecular Formula: C₁₅H₂₄NO₃P
• Molecular Weight: 297.334

Synonyms:((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester

Chemical Property of ((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester

Chemical Property:

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Technology Process of ((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester

There total 2 articles about ((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl 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: 50.0%

{[((1S,2S)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-methyl}-phosphonic acid diethyl ester (462871-59-6) → ((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester (462871-75-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃;

DOI:10.1016/S0040-4039(02)00868-7

Reference yield:

(4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidine (66574-19-4,211676-69-6) → ((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester (462871-75-6)

Guidance literature:

Multi-step reaction with 3 steps

1: citric acid / ethanol / Heating

2: 71 percent / SOCl₂ / CH₂Cl₂ / Heating

3: 50 percent / LiHMDS / tetrahydrofuran / -78 - 0 °C

With thionyl chloride; citric acid; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/S0040-4039(02)00868-7

Reference yield: 80.0%

((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid diethyl ester (462871-75-6) → ((2S,3R,4S)-1,4-Dimethyl-3-phenyl-azetidin-2-yl)-phosphonic acid

Guidance literature:

With trimethylsilyl bromide; In acetonitrile;

DOI:10.1016/S0040-4039(02)00868-7

upstream raw materials:

{[((1S,2S)-2-Chloro-1-methyl-2-phenyl-ethyl)-methyl-amino]-methyl}-phosphonic acid diethyl ester

(4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidine

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