(S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

Base Information

Chemical Name:(S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile
CAS No.:1254331-94-6
Molecular Formula:C₁₈H₂₉NO₃Si
Molecular Weight:335.519
Hs Code.:

Synonyms:(S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

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Chemical Property of (S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

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Technology Process of (S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

There total 2 articles about (S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile 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:

: 1254331-93-5
(S)-4-(4-methoxybenzyloxy)-2-hydroxybutanenitrile

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1254331-94-6
(S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

: (R)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 24h; optical yield given as %ee;
DOI:10.1021/ol1021417

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 1254331-94-6
(S)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

: (R)-4-(4-methoxybenzyloxy)-2-(tert-butyldimethylsilyloxy)butanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: (R)-3-(1H-imidazol-1-yl)-1,1'-bi-2-naphthol; titanium(IV) isopropylate / dichloromethane / 0.17 h / -50 °C / Inert atmosphere

1.2: 48 h / -50 °C / Inert atmosphere

1.3: 3 h / -50 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

With 1H-imidazole; titanium(IV) isopropylate; (R)-3-(1H-imidazol-1-yl)-1,1'-bi-2-naphthol; In dichloromethane;
DOI:10.1021/acs.joc.8b02034