(2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

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Chemical Name:(2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile
CAS No.:1346162-66-0
Molecular Formula:C₂₆H₃₀Br₂N₂O₂Si
Molecular Weight:590.43
Hs Code.:

Synonyms:(2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

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Chemical Property of (2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

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Technology Process of (2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

There total 5 articles about (2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile 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: 98.0%

: 1346162-56-8
(2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-hydroxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

: 74-88-4
methyl iodide

: 1346162-66-0
(2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

Guidance literature:: With silver(l) oxide; In acetonitrile; for 12h; Inert atmosphere; Reflux;
DOI:10.1039/c1ob06078c

Reference yield:

: 131380-48-8
(E)-4-(t-butyldiphenylsilyl)oxy-2-butenal

: 1346162-66-0
(2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; benzoic acid / toluene / 18 h / -20 °C / Inert atmosphere

2: sodium tetrahydroborate / ethanol / 0.5 h / -20 °C / Inert atmosphere

3: silver(l) oxide / acetonitrile / 12 h / Inert atmosphere; Reflux

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; sodium tetrahydroborate; benzoic acid; silver(l) oxide; In ethanol; toluene; acetonitrile; 1: aza-Michael addition;
DOI:10.1039/c1ob06078c

Reference yield:

: 34649-19-9
4,5-dibromo-1H-pyrrole-2-carbonitrile

: 1346162-66-0
(2'S)-4,5-dibromo-1-[1'-(tert-butyldiphenylsilyloxy)-4'-methoxybutan-2'-yl]-1H-pyrrole-2-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; benzoic acid / toluene / 18 h / -20 °C / Inert atmosphere

2: sodium tetrahydroborate / ethanol / 0.5 h / -20 °C / Inert atmosphere

3: silver(l) oxide / acetonitrile / 12 h / Inert atmosphere; Reflux

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; sodium tetrahydroborate; benzoic acid; silver(l) oxide; In ethanol; toluene; acetonitrile; 1: aza-Michael addition;
DOI:10.1039/c1ob06078c