(2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal

Base Information

Chemical Name:(2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal
CAS No.:1353390-18-7
Molecular Formula:C₂₉H₂₆ClNO₄
Molecular Weight:487.983
Hs Code.:

Synonyms:(2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal

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Chemical Property of (2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal

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Technology Process of (2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal

There total 4 articles about (2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal 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: 44.0%

: 920744-21-4
2,4-bis(benzyloxy)-6-chloro-5-phenylpyridine-3-carbaldehyde

: 123-38-6
propionaldehyde

: 1353390-18-7
(2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal

Guidance literature:: With L-proline; In N,N-dimethyl-formamide; at 0 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.025

Reference yield:

: 32265-03-5
6-chloro-4-hydroxy-5-phenyl(1H)-pyridin-2-one

: 1353390-18-7
(2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / water / 20 h / 80 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 70 °C / Inert atmosphere

3: L-proline / N,N-dimethyl-formamide / 72 h / 0 °C / Inert atmosphere

With potassium carbonate; L-proline; sodium hydroxide; In water; N,N-dimethyl-formamide; 1: Reimer-Tiemann reaction;
DOI:10.1016/j.tet.2011.11.025

Reference yield:

: 920744-20-3
6-chloro-4-hydroxy-2-oxo-5-phenyl-1,2-dihydropyridine-3-carbaldehyde

: 1353390-18-7
(2S,3R)-3-(2,4-bis(benzyloxy)-6-chloro-5-phenylpyridin-3-yl)-3-hydroxy-2-methylpropanal

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 70 °C / Inert atmosphere

2: L-proline / N,N-dimethyl-formamide / 72 h / 0 °C / Inert atmosphere

With potassium carbonate; L-proline; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.11.025