(S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

Base Information

Chemical Name:(S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester
CAS No.:82849-15-8
Molecular Formula:C₄₁H₆₄O₉Si
Molecular Weight:729.039
Hs Code.:

(S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

Synonyms:(S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

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Chemical Property of (S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

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Technology Process of (S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

There total 8 articles about (S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester 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

: 82849-15-8
(S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 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

8: tetrahydrofuran / -78 °C

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

: 82849-15-8
(S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 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

7: tetrahydrofuran / -78 °C

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

: 82849-15-8
(S)-6-[(4S,5R,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]-5-hydroxy-2-methyl-3-oxo-heptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / tetrahydrofuran

2: Collins-Ratcliffe oxidation

3: tetrahydrofuran / -78 °C

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