(2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate

Base Information

Chemical Name:(2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate
CAS No.:906097-66-3
Molecular Formula:C₃₄H₅₁NO₆SSi
Molecular Weight:629.934
Hs Code.:

Synonyms:(2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate

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Chemical Property of (2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate

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Technology Process of (2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate

There total 4 articles about (2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-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%

: 906097-65-2
(2S,3R)-6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-1,2,3,4-tetrahydropyridine

: 24424-99-5
di-tert-butyl dicarbonate

: 906097-66-3
(2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 10h;
DOI:10.1021/ol060960b

Reference yield:

: {1-[1-Benzenesulfonyl-meth-(E)-ylidene]-5-benzyloxy-pentyl}-[(1S,2S)-3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl]-amine

: 906097-66-3
(2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 2.59 g / sodium iodide; triethylamine / dimethylformamide / 15 h / 120 °C

2: 81 percent / n-butyllithium / tetrahydrofuran; hexane / 10 h / -78 °C

With n-butyllithium; triethylamine; sodium iodide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol060960b

Reference yield:

: (1S,2S)-3-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propylamine

: 906097-66-3
(2S,3R)-tert-butyl 6-(4-(benzyloxy)butyl)-3-(tert-butyldimethylsilyloxy)-2-methyl-5-(phenylsulfonyl)-3,4-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: magnesium sulfate / 18 h / 20 °C

2: 2.59 g / sodium iodide; triethylamine / dimethylformamide / 15 h / 120 °C

3: 81 percent / n-butyllithium / tetrahydrofuran; hexane / 10 h / -78 °C

With n-butyllithium; magnesium sulfate; triethylamine; sodium iodide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol060960b