(3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one

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Chemical Name:(3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one
CAS No.:657394-10-0
Molecular Formula:C₂₅H₄₀N₂O₃Si
Molecular Weight:444.69
Hs Code.:

Synonyms:(3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one

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Chemical Property of (3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one

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Technology Process of (3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one

There total 3 articles about (3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one 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: 85.0%

: 657394-28-0
(3R,4S)-4-((2S,4R)-1-Allyl-4-hydroxy-piperidin-2-yl)-3-methoxy-1-p-tolyl-azetidin-2-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 657394-10-0
(3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 17h;
DOI:10.1002/chem.200305236

Reference yield:

: 3-methoxy-1-(p-tolyl)-4-oxoazetidine-2-carbaldehyde

: 657394-10-0
(3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc iodide / acetonitrile / -20 °C

1.2: 13 mg / L-Selectride / tetrahydrofuran / 1 h / -78 °C

2.1: 52 percent / sodium borohydride / methanol / 1.5 h / 0 °C

3.1: 85 percent / imidazole / dimethylformamide / 17 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; zinc(II) iodide; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.200305236

Reference yield:

: 657394-27-9
(S)-1-Allyl-2-((2S,3R)-3-methoxy-4-oxo-1-p-tolyl-azetidin-2-yl)-piperidin-4-one

: 657394-10-0
(3R,4S)-4-[(2S,4R)-1-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-piperidin-2-yl]-3-methoxy-1-p-tolyl-azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / sodium borohydride / methanol / 1.5 h / 0 °C

2: 85 percent / imidazole / dimethylformamide / 17 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/chem.200305236