(2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:(2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate
CAS No.:1609006-16-7
Molecular Formula:C₂₄H₃₅NO₅
Molecular Weight:417.546
Hs Code.:

Synonyms:(2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

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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 (2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

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Technology Process of (2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

There total 1 articles about (2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate 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: 52.0%

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

: 73789-86-3
4-i-propylbenzyl bromide

: 1609006-16-7
(2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

Guidance literature:: tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

4-i-propylbenzyl bromide; In tetrahydrofuran; at -78 ℃; for 1h; diastereospecific reaction; Inert atmosphere;
DOI:10.1016/j.tetasy.2014.03.016

Reference yield: 96.0%

: 1609006-16-7
(2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

: 1609006-18-9
(2R,4S)-2-(4-isopropylbenzyl)-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:

: 1609006-16-7
(2S,4R)-4-(4-isopropylbenzyl)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

: 1609006-20-3
(2S,4R)-tert-butyl 4-(4-isopropylbenzyl)-2-((tert-butoxycarbonyl)amino)-5-(ethylamino)-5-oxopentanoate

Guidance literature:: Multi-step reaction with 2 steps

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

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

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