(4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

Base Information

Chemical Name:(4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde
CAS No.:120019-88-7
Molecular Formula:C₂₆H₃₁NO₆Si
Molecular Weight:481.621
Hs Code.:

Synonyms:(4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

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Chemical Property of (4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

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Technology Process of (4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

There total 14 articles about (4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde 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%

: 120019-87-6
4-[(4S,5R,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxymethyl-[1,3]dioxan-4-yl]-piperidine-2,6-dione

: 120019-88-7
(4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

Guidance literature:: With chromium trioxide-pyridine complex; In dichloromethane;
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

: 120019-88-7
(4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 13 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

9: 92 percent / pyridine

10: 92 percent / H₂ / 10percent Pd-C / ethanol

11: 97 percent / 2,6-lutidine / CH₂Cl₂

12: 88 percent / DIBAH / CH₂Cl₂

13: 95 percent / CrO₃*Py / CH₂Cl₂

With 2,6-dimethylpyridine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; sodium periodate; chromium trioxide-pyridine complex; hydrogen; dihydrogen peroxide; sodium ethanolate; diisobutylaluminium hydride; cesium fluoride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/0040-4039(88)85094-9

Reference yield:

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

: 120019-88-7
(4S,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-6-(2,6-dioxo-piperidin-4-yl)-[1,3]dioxane-4-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / pyridine

2: 92 percent / H₂ / 10percent Pd-C / ethanol

3: 97 percent / 2,6-lutidine / CH₂Cl₂

4: 88 percent / DIBAH / CH₂Cl₂

5: 95 percent / CrO₃*Py / CH₂Cl₂

With 2,6-dimethylpyridine; chromium trioxide-pyridine complex; hydrogen; diisobutylaluminium hydride; palladium on activated charcoal; In pyridine; ethanol; dichloromethane;
DOI:10.1016/0040-4039(88)85094-9