(2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

Base Information

Chemical Name:(2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine
CAS No.:929896-13-9
Molecular Formula:C₁₉H₂₆INO₅
Molecular Weight:475.324
Hs Code.:

Synonyms:(2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

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Chemical Property of (2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

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Technology Process of (2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

There total 9 articles about (2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-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: 100.0%

: 929896-11-7
(2R,3S)-1-(tert-butoxycarbonyl)-2-(tert-butyldimethylsilyloxy)methyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

: 929896-13-9
(2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -10 - 20 ℃; for 0.833333h;
DOI:10.1002/anie.200602865

Reference yield:

: 929896-10-6
(2R,3S)-1-(tert-butoxycarbonyl)-2-(tert-butyldimethylsilyloxy)methyl-3-(3-formyl-4-methoxy-phenoxy)-pyrrolidine

: 929896-13-9
(2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / sodium hexamethyldisilazide; hexamethylphosphoramide; NaHCO₃ / tetrahydrofuran; H₂O / 2.33 h / -78 - 20 °C

2: 100 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 0.83 h / -10 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydrogencarbonate; In tetrahydrofuran; water;
DOI:10.1002/anie.200602865

Reference yield:

: 1761-62-2
5-iodosalicyclaldehyde

: 929896-13-9
(2R,3S)-1-(tert-butoxycarbonyl)-2-hydroxymethyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / potassium carbonate / acetone / 2 h / 20 °C

2: 75 percent / cesium carbonate; 1,10-phenanthroline; copper(I) iodide / toluene / 48 h / 125 °C

3: 97 percent / sodium hexamethyldisilazide; hexamethylphosphoramide; NaHCO₃ / tetrahydrofuran; H₂O / 2.33 h / -78 - 20 °C

4: 100 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 0.83 h / -10 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; 1,10-Phenanthroline; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; In tetrahydrofuran; water; acetone; toluene;
DOI:10.1002/anie.200602865