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

Base Information

Chemical Name:(2R,4S)-2-benzyl-5-(tert-butoxy)-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid
CAS No.:1609006-13-4
Molecular Formula:C₂₁H₃₁NO₆
Molecular Weight:393.48
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4S)-2-benzyl-5-(tert-butoxy)-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid

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Technology Process of (2R,4S)-2-benzyl-5-(tert-butoxy)-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid

There total 2 articles about (2R,4S)-2-benzyl-5-(tert-butoxy)-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid 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%

: 127949-74-0
(2S,4R)-4-(benzyl)di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

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

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; at -10 - -5 ℃; for 1h;
DOI:10.1016/j.tetasy.2014.03.016

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; water; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2014.03.016

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