(2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine

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Chemical Name:(2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine
CAS No.:164162-30-5
Molecular Formula:C₂₅H₃₉N₃O₃Si
Molecular Weight:457.688
Hs Code.:

Synonyms:(2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine

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Chemical Property of (2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine

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Technology Process of (2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine

There total 6 articles about (2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine 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: 71.1%

: 541-41-3
chloroformic acid ethyl ester

: 156442-03-4
(2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(1-methylimidazol-5-yl)methyl]pyrrolidine

: 164162-30-5
(2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine

Guidance literature:: (2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(1-methylimidazol-5-yl)methyl]pyrrolidine; With n-butyllithium; In tetrahydrofuran; hexane; at -75 - -60 ℃; for 0.833333h;

chloroformic acid ethyl ester; In tetrahydrofuran; hexane; at -75 - -60 ℃;
DOI:10.1016/S0968-0896(00)00314-X

Reference yield:

: 5-{[1-benzyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-chloro-methyl}-1-methyl-1H-imidazole

: 164162-30-5
(2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 211.7 g / Et₃N / CH₂Cl₂ / 1 h / -15 - -5 °C

2.1: 130.7 g / AIBN; n-Bu₃SnH / toluene / 1.75 h / Heating

3.1: n-BuLi / tetrahydrofuran; hexane / 0.83 h / -75 - -60 °C

3.2: 71.1 percent / tetrahydrofuran; hexane / -75 - -60 °C

With n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/S0968-0896(00)00314-X

Reference yield:

: 351529-81-2
(2S,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(1-methylimidazol-5-yl)-phenylthiomethyl]pyrrolidine

: 164162-30-5
(2R,4R)-1-benzyl-4-tert-butyldimethylsilyloxy-2-[(2-ethoxycarbonyl-1-methylimidazol-5-yl)methyl]pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 130.7 g / AIBN; n-Bu₃SnH / toluene / 1.75 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.83 h / -75 - -60 °C

2.2: 71.1 percent / tetrahydrofuran; hexane / -75 - -60 °C

With n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran; hexane; toluene;
DOI:10.1016/S0968-0896(00)00314-X