(2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate

Base Information

Chemical Name:(2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate
CAS No.:1334590-00-9
Molecular Formula:C₂₇H₄₇NO₆Si₂
Molecular Weight:537.844
Hs Code.:

Synonyms:(2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate

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Chemical Property of (2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate

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Technology Process of (2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate

There total 6 articles about (2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-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: 82.0%

: 1334589-99-9
(2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyl-dimethylsilyloxy)methyl)-5-oxopyrrolidine-2-carboxylate

: 824-94-2
p-methoxybenzyl chloride

: 1334590-00-9
(2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate

Guidance literature:: (2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyl-dimethylsilyloxy)methyl)-5-oxopyrrolidine-2-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;

p-methoxybenzyl chloride; With tetra-(n-butyl)ammonium iodide; In mineral oil; at 20 ℃;
DOI:10.1021/jo201453x

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1334590-00-9
(2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

2.2: 20 °C

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo201453x

Reference yield:

: 159970-68-0
(2R,5S)-2-(tert-butyl)-1-ethoxycarbonylacetyl-5-methoxycarbonyl-1,3-oxazolidine

: 1334590-00-9
(2R,3S)-methyl 3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-1-(4-methoxybenzyl)-5-oxopyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tert-butyl alcohol / Reflux

2.1: sodium tetrahydroborate / tetrahydrofuran; acetic acid / 20 °C

3.1: hydrogenchloride; 2,2,2-trifluoroethanol / 1.3-propanedithiol

4.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

5.2: 20 °C

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; 2,2,2-trifluoroethanol; potassium tert-butylate; sodium hydride; In tetrahydrofuran; 1.3-propanedithiol; acetic acid; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol; 1.1: Dieckmann condensation;
DOI:10.1021/jo201453x