(2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide

Base Information

Chemical Name:(2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide
CAS No.:132284-95-8
Molecular Formula:C₁₀H₁₇NO₄
Molecular Weight:215.249
Hs Code.:

Synonyms:(2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide

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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,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide

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Technology Process of (2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide

There total 1 articles about (2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide 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:

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 819069-93-7
N,N-dimethyl-2-(phenylselanyl)acetamide

: 132284-95-8
(2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide

: 819069-77-7
(2R,3R)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-oxirane-2-carboxylic acid dimethylamide

Guidance literature:: 2,3-isopropylidene-glyceraldehyde; N,N-dimethyl-2-(phenylselanyl)acetamide; With titanium tetrachloride; triethylamine; In dichloromethane; at -78 ℃; for 1h;

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; at -15 ℃; for 0.25h;
DOI:10.1016/j.tetlet.2004.10.034

Reference yield: 70.0%

: 132284-95-8
(2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide

: 819069-77-7
(2R,3R)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-oxirane-2-carboxylic acid dimethylamide

Guidance literature:: (2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide; With acetic acid; lithium iodide; In tetrahydrofuran; for 8h; Heating;

With sodium methylate;
DOI:10.1016/j.tetlet.2004.10.034

Reference yield:

: 132284-95-8
(2S,3R,4R)-N,N-Dimethyl-2,3-epoxy-4,5-O-isopropylidene-4,5-dihydroxypentanoamide

: 34371-14-7
2-deoxy-D-ribonolactone

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 2 h / Heating

2: TFA / H₂O / 1) 90 deg C, 2 h 2) benzene, heating

With sodium tetrahydroborate; trifluoroacetic acid; In ethanol; water;
DOI:10.1016/S0040-4020(01)90089-4