(2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

Base Information

Chemical Name:(2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate
CAS No.:934016-71-4
Molecular Formula:C₂₄H₃₀NO₆P
Molecular Weight:459.479
Hs Code.:

Synonyms:(2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

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Chemical Property of (2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

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Technology Process of (2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

There total 4 articles about (2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate 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: 81.0%

: 934016-57-6
(R)-(-)-benzyl-5-(dimethoxyphosphoryl)-4-oxo-2-phenyl-3,4-dihydropyridine-1-carboxylate

: 2234-82-4
1-propylmagnesium chloride

: 934016-71-4
(2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

: (2R,6R)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

Guidance literature:: 1-propylmagnesium chloride; With copper(l) iodide; In tetrahydrofuran; at -78 ℃; for 0.75h;

(R)-(-)-benzyl-5-(dimethoxyphosphoryl)-4-oxo-2-phenyl-3,4-dihydropyridine-1-carboxylate; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/jo062365t

Reference yield:

: 1027425-99-5
(4-oxo-6-phenyl-1,4,5,6-tetrahydro-pyridin-3-yl)-phosphonic acid dimethyl ester

: 934016-71-4
(2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 0.84 g / Et₃N; DMAP / tetrahydrofuran / 3 h / 20 °C

2.1: CuI / tetrahydrofuran / 0.75 h / -78 °C

2.2: 81 percent / tetrahydrofuran / 0.5 h / -78 °C

With dmap; copper(l) iodide; triethylamine; In tetrahydrofuran; 2.2: Michael addition;
DOI:10.1021/jo062365t

Reference yield:

: {2-dimethylamino-1-[3-phenyl-3-(toluene-4-sulfinylamino)-propionyl]-vinyl}-phosphonic acid dimethyl ester

: 934016-71-4
(2S,6R)-(+)-benzyl 3-(dimethoxyphosphoryl)-4-hydroxy-6-phenyl-2-propyl-5,6-dihydropyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. HCl / 1 h

2.1: 0.84 g / Et₃N; DMAP / tetrahydrofuran / 3 h / 20 °C

3.1: CuI / tetrahydrofuran / 0.75 h / -78 °C

3.2: 81 percent / tetrahydrofuran / 0.5 h / -78 °C

With hydrogenchloride; dmap; copper(l) iodide; triethylamine; In tetrahydrofuran; 3.2: Michael addition;
DOI:10.1021/jo062365t