(1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

Base Information

Chemical Name:(1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate
CAS No.:460997-51-7
Molecular Formula:C₃₇H₄₈O₅Si
Molecular Weight:600.871
Hs Code.:

Synonyms:(1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

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Chemical Property of (1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

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Technology Process of (1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

There total 3 articles about (1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate 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: 99.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 460997-50-6
(1R,3S)-3-[(2S,5S,6S)-6-((1S)-2-hydroxy-1-methylethyl)-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

: 460997-51-7
(1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1002/1521-3773(20020617)41:12<2144::AID-ANIE2144>3.0.CO;2-E

Reference yield: 93.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: (1R,3S)-3-[(2S,5S)-6-((1S)-2-hydroxy-1-methylethyl)-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

: 460997-51-7
(1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

: (1R,3S)-3-[(2S,5S,6R)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1021/jo0496042

Reference yield:

: C₂₁H₂₉BrHgO₅

: 460997-51-7
(1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: (n-Bu)3SnH / tetrahydrofuran; toluene / 20 - 60 °C

2: 99 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; tri-n-butyl-tin hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1002/1521-3773(20020617)41:12<2144::AID-ANIE2144>3.0.CO;2-E