(2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate
CAS No.:1190391-71-9
Molecular Formula:C₂₉H₄₃FN₂O₃Si
Molecular Weight:514.756
Hs Code.:

Synonyms:(2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate

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Chemical Property of (2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate

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Technology Process of (2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate

There total 12 articles about (2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate 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: 95.0%

: 1558057-69-4
(2S,5S)-tert-butyl 2-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

: 1190391-71-9
(2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; for 12h;
DOI:10.1021/jm4017224

Reference yield:

: 1558057-56-9
4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(3-fluorophenyl)-6-(4-nitrophenyl)-5-oxohexan-2-yl)carbamate

: 1190391-71-9
(2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 1.5 h / Inert atmosphere

2: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 0 - 25 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 °C / Inert atmosphere

4: hydrogen; palladium 10% on activated carbon / methanol / 12 h

With palladium 10% on activated carbon; hydrogen; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/jm4017224

Reference yield:

: 1558057-63-8
(2R,5S)-2-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)-5-(4-nitrobenzyl)pyrrolidine

: 1190391-71-9
(2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-fluorophenyl)methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 °C / Inert atmosphere

2: hydrogen; palladium 10% on activated carbon / methanol / 12 h

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/jm4017224