ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate

Base Information

Chemical Name:ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate
CAS No.:383174-71-8
Molecular Formula:C₂₁H₃₀N₂O₇
Molecular Weight:422.478
Hs Code.:

Synonyms:ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate

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Chemical Property of ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate

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Technology Process of ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate

There total 2 articles about ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate 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: 45.0%

: 26954-26-7,56267-15-3
ethyl lithioacetate

: 3350-20-7,47461-65-4,70882-68-7
(2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid

: ethyl (2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyrate

: 383174-71-8
ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate

Guidance literature:: (2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 0 ℃; for 0.25h;

ethyl lithioacetate; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Further stages.;
DOI:10.1021/jm010898i

Reference yield: 20.0%

: 26954-26-7,56267-15-3
ethyl lithioacetate

: 3350-20-7,47461-65-4,70882-68-7
(2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid

: benzyl (S)-(3-tert-butyloxycarbonylamino-2-oxopyrrolidin-1-yl)carboxylate

: ethyl (2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyrate

: 383174-71-8
ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate

Guidance literature:: (2S)-4-(benzyloxycarbonyl)amino-2-(tert-butoxycarbonyl)aminobutyric acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 2h;

ethyl lithioacetate; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Further stages.;
DOI:10.1021/jm010898i

Reference yield:

: 383174-71-8
ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate

: 2,3-trans-3-(tert-butoxycarbonyl)amino-2-(ethoxycarbonyl)methylpyrrolidine

: 2,3-cis-3-(tert-butoxycarbonyl)amino-2-(ethoxycarbonyl)methylpyrrolidine

Guidance literature:: ethyl (4S)-6-(benzyloxycarbonyl)amino-4-(tert-butoxycarbonyl)amino-3-oxohexanoate; With hydrogen; 10percent Pd/C; In ethanol; at 20 ℃; for 1h; under 760.051 Torr;

With sodium cyanoborohydride; zinc(II) chloride; In ethanol; at 20 ℃; for 48h; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/jm010898i