[(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol

Base Information

Chemical Name:[(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol
CAS No.:1374647-68-3
Molecular Formula:C₂₈H₃₅NO₂Si
Molecular Weight:445.677
Hs Code.:

Synonyms:[(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol

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Chemical Property of [(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol

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Technology Process of [(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol

There total 4 articles about [(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol 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: 71.0%

: 1374647-69-4
methyl (2S,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidine-2-carboxylate

: 1374647-68-3
[(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1002/ejoc.201101829

Reference yield:

: 333969-68-9
methyl (2S,3S)-1-benzyl-3-hydroxypyrrolidine-2-carboxylate

: 1374647-68-3
[(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

With dmap; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201101829

Reference yield:

: 4298-08-2
trans-3-hydroxy-L-proline

: 1374647-68-3
[(2R,3S)-1-benzyl-3-(tert-butyldiphenylsilyloxy)pyrrolidin-2-yl]methanol

Guidance literature:: Multi-step reaction with 4 steps

1: thionyl chloride / 48 h / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

3: dmap; triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

4: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

With dmap; thionyl chloride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201101829