4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

Base Information

Chemical Name:4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione
CAS No.:119930-69-7
Molecular Formula:C₁₇H₂₁NO₆
Molecular Weight:335.357
Hs Code.:

Synonyms:4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

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Chemical Property of 4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

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Technology Process of 4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

There total 10 articles about 4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione 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: 89.0%

: (4S,5R,6S)-5-Benzyloxy-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

: 119930-69-7
4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

Guidance literature:: With sodium tetrahydroborate; In ethanol;
DOI:10.1016/0040-4039(88)85094-9

Reference yield:

: 119930-64-2
(4R,5S,6R)-5-Benzyloxy-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-[1,3]dioxane-4-carbaldehyde

: 119930-69-7
4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / benzene

2: tetrahydrofuran

3: CsF / acetonitrile

4: H₂O₂, KOH / aq. ethanol

5: sodium ethoxide / tetrahydrofuran

6: aq. HCl / tetrahydrofuran

7: sodium metaperiodate / methanol; H₂O

8: 89 percent / sodium borohydrate / ethanol

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; sodium periodate; dihydrogen peroxide; sodium ethanolate; cesium fluoride; In tetrahydrofuran; methanol; ethanol; water; acetonitrile; benzene;
DOI:10.1016/0040-4039(88)85094-9

Reference yield:

: 94103-15-8
(1R,2S,3R)-2-Benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4,4-bis-ethylsulfanyl-butane-1,3-diol

: 119930-69-7
4-((4S,5R,6R)-5-Benzyloxy-6-hydroxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

Guidance literature:: Multi-step reaction with 10 steps

1: 69 percent / NaOH, Bu₄NI / dioxane; H₂O

2: HgCl₂, HgO / acetonitrile; H₂O

3: 99 percent / benzene

4: tetrahydrofuran

5: CsF / acetonitrile

6: H₂O₂, KOH / aq. ethanol

7: sodium ethoxide / tetrahydrofuran

8: aq. HCl / tetrahydrofuran

9: sodium metaperiodate / methanol; H₂O

10: 89 percent / sodium borohydrate / ethanol

With hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; sodium periodate; dihydrogen peroxide; sodium ethanolate; tetra-(n-butyl)ammonium iodide; cesium fluoride; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; acetonitrile; benzene;
DOI:10.1016/0040-4039(88)85094-9