(2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

Base Information

Chemical Name:(2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate
CAS No.:1609006-14-5
Molecular Formula:C₂₃H₃₆N₂O₅
Molecular Weight:420.549
Hs Code.:

Synonyms:(2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

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Chemical Property of (2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

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Technology Process of (2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

There total 4 articles about (2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate 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: 98.0%

: 1609006-13-4
(2R,4S)-2-benzyl-5-(tert-butoxy)-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid

: 75-04-7,85404-22-4
ethylamine

: 1609006-14-5
(2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tetasy.2014.03.016

Reference yield:

: 91229-91-3
tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate

: 1609006-14-5
(2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: lithium hydroxide; water / tetrahydrofuran / 1 h / -10 - -5 °C

3.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2014.03.016

Reference yield:

: 100-39-0
benzyl bromide

: 1609006-14-5
(2S,4R)-tert-butyl-4-benzyl-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: lithium hydroxide; water / tetrahydrofuran / 1 h / -10 - -5 °C

3.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2014.03.016