((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester

Base Information

• Chemical Name: ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester
• CAS No.: 421551-20-4
• Molecular Formula: C₂₆H₃₂NO₄P
• Molecular Weight: 453.518

Synonyms:((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester

Chemical Property of ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester

Chemical Property:

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Technology Process of ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester

There total 3 articles about ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-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: 11.0%

phosphonic acid diethyl ester (762-04-9) + (S)-2-(dibenzylamino)-2-phenylacetaldehyde (180067-78-1) → ((1S,2R)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester + ((1R,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester + ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester (421551-20-4) + ((1S,2R)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester

Guidance literature:

With triethylamine; at 20 ℃; Further byproducts given;

DOI:10.1016/S0957-4166(01)00526-2

Reference yield: 7.0%

diethyl phosphite lithium salt (72726-66-0) + (S)-2-(dibenzylamino)-2-phenylacetaldehyde (180067-78-1) → ((1R,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester + ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester (421551-20-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -70 ℃;

DOI:10.1016/S0957-4166(01)00526-2

Reference yield:

(S)-2-(N,N-dibenzylamino)-2-phenyl-1-ethanol (197142-90-8) → ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester (421551-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -70 °C

2: 7 percent / Et₃N / tetrahydrofuran / -70 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Swern oxidation / 2: Abramov reaction;

DOI:10.1016/S0957-4166(01)00526-2

upstream raw materials:

diethyl phosphite lithium salt

(S)-2-(dibenzylamino)-2-phenylacetaldehyde

phosphonic acid diethyl ester

(S)-2-(N,N-dibenzylamino)-2-phenyl-1-ethanol

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