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

Base Information

Chemical Name:(2R,3S)-1-(tert-butoxycarbonyl)-2-formyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine
CAS No.:929896-14-0
Molecular Formula:C₁₉H₂₄INO₅
Molecular Weight:473.308
Hs Code.:

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

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

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

There total 11 articles about (2R,3S)-1-(tert-butoxycarbonyl)-2-formyl-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%

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

: 929896-14-0
(2R,3S)-1-(tert-butoxycarbonyl)-2-formyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - -10 ℃; for 3.16667h;
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

: 929896-14-0
(2R,3S)-1-(tert-butoxycarbonyl)-2-formyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

Guidance literature:: Multi-step reaction with 3 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

3: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3.17 h / -78 - -10 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 3: Swern oxidation;
DOI:10.1002/anie.200602865

Reference yield:

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

: 929896-14-0
(2R,3S)-1-(tert-butoxycarbonyl)-2-formyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 0.83 h / -10 - 20 °C

2: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3.17 h / -78 - -10 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2: Swern oxidation;
DOI:10.1002/anie.200602865