(R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde

Base Information

Chemical Name:(R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde
CAS No.:82849-13-6
Molecular Formula:C₂₉H₅₀O₆Si
Molecular Weight:522.798
Hs Code.:

Synonyms:(R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde

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Chemical Property of (R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde

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Technology Process of (R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde

There total 7 articles about (R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde 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:

: 82849-05-6
(4S,5R,6S,7S)-9-Benzyloxy-5-hydroxy-7-methoxy-4,6-dimethyl-nonan-3-one

: 82849-13-6
(R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: lithium 1,1,3,3-tetramethyl-1,3-diphenyldisilazide, bis(cyclopentadienyl)zirconium dichloride / tetrahydrofuran / -40 deg C -> -20 deg C

3: diisobutylaluminium hydride / diethyl ether / -78 °C

4: conc. H₂SO₄ / acetone / 0 °C

5: n-Bu₄NF / tetrahydrofuran / 36 h / 40 °C

6: imidazole / tetrahydrofuran

7: Collins-Ratcliffe oxidation

With 1H-imidazole; 2,6-dimethylpyridine; zirconocene dichloride; lithium bis(dimethylphenylsilyl)amide; sulfuric acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;
DOI:10.1021/ja00384a063

Reference yield:

: 82864-88-8
(4S,5R,6R,7S)-9-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-nonan-3-one

: 82849-13-6
(R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: lithium 1,1,3,3-tetramethyl-1,3-diphenyldisilazide, bis(cyclopentadienyl)zirconium dichloride / tetrahydrofuran / -40 deg C -> -20 deg C

2: diisobutylaluminium hydride / diethyl ether / -78 °C

3: conc. H₂SO₄ / acetone / 0 °C

4: n-Bu₄NF / tetrahydrofuran / 36 h / 40 °C

5: imidazole / tetrahydrofuran

6: Collins-Ratcliffe oxidation

With 1H-imidazole; zirconocene dichloride; lithium bis(dimethylphenylsilyl)amide; sulfuric acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; acetone;
DOI:10.1021/ja00384a063

Reference yield:

: 82849-10-3
(2S,3R,4S,5S)-7-Benzyloxy-2-[(4S,5R,6S)-6-((S)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-5-methoxy-4-methyl-heptan-3-ol

: 82849-13-6
(R)-2-[(4R,5S,6R)-6-((1R,2R,3R,4S)-6-Benzyloxy-4-methoxy-1,3-dimethyl-2-trimethylsilanyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propionaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / tetrahydrofuran

2: Collins-Ratcliffe oxidation

With 1H-imidazole; In tetrahydrofuran;
DOI:10.1021/ja00384a063