(4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

Base Information

Chemical Name:(4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine
CAS No.:1647153-56-7
Molecular Formula:C₁₇H₂₅NO₄
Molecular Weight:307.39
Hs Code.:

Synonyms:(4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

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Chemical Property of (4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

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Technology Process of (4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

There total 4 articles about (4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine 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: 95.0%

: 1647153-55-6
(4R,5S)-N-(benzyloxycarbonyl)-4-(tert-butyldimethylsilyloxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

: 1647153-56-7
(4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 19h;
DOI:10.3762/bjoc.10.113

Reference yield:

: 1647153-54-5
(2R,3S)-2-(benzyloxycarbonylamino)-1-O-(tert-butyldimethylsilyl)-4-methylpentane-1,3-diol

: 1647153-56-7
(4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 10-camphorsufonic acid; magnesium sulfate / 27 h / 50 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 19 h / 20 °C

With 10-camphorsufonic acid; tetrabutyl ammonium fluoride; magnesium sulfate; In tetrahydrofuran;
DOI:10.3762/bjoc.10.113

Reference yield:

: 188802-09-7
(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

: 1647153-56-7
(4R,5S)-N-(benzyloxycarbonyl)-4-(hydroxymethyl)-5-isopropyl-2,2-dimethyloxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol

2: sodium carbonate / water; 1,4-dioxane / 16 h / 0 - 20 °C

3: 10-camphorsufonic acid; magnesium sulfate / 27 h / 50 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 19 h / 20 °C

With 10 wt% Pd(OH)2 on carbon; 10-camphorsufonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; magnesium sulfate; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.3762/bjoc.10.113