(R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one

Base Information

Chemical Name:(R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one
CAS No.:1132969-96-0
Molecular Formula:C₂₇H₃₆O₆Si
Molecular Weight:484.665
Hs Code.:

Synonyms:(R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one

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Technology Process of (R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one

There total 14 articles about (R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one 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: 88.0%

: 1132970-06-9
C₂₇H₃₅NO₅Si

: 1132969-96-0
(R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one

Guidance literature:: With water; hydrogen; boric acid; nickel; In methanol; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/anie.200804645

Reference yield: 88.0%

: (R)-4-((4S,5R)-3-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-1,3-dioxolan-2-one

: 1132969-96-0
(R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one

Guidance literature:: With hydrogen; boric acid; In methanol; water; at 20 ℃; for 3h;
DOI:10.1002/chem.201102797

Reference yield:

: 1379802-66-0
(R)-4-benzyl-3-((2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanoyl)oxazolidin-2-one

: 1132969-96-0
(R)-4-((1R,2R,4R,5S)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-2,4-dimethyl-3-oxohexyl)-1,3-dioxolan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium borohydride / tetrahydrofuran; diethyl ether; ethanol / 4.5 h / 0 - 20 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide / dichloromethane / 0 °C / pH 8.6 / aq. buffer

2.2: 0.42 h / 0 °C

3.1: hydroxylamine hydrochloride / pyridine; ethanol / 12.5 h / 20 °C / Inert atmosphere

4.1: dichloromethane / -78 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

5.1: toluene-4-sulfonic acid / methanol / 1.75 h / 20 °C / Inert atmosphere

6.1: pyridine / dichloromethane / 0.17 h / -78 - 0 °C / Inert atmosphere

7.1: hydrogen; boric acid / methanol; water / 3 h / 20 °C

With pyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium borohydride; hydroxylamine hydrochloride; hydrogen; boric acid; toluene-4-sulfonic acid; potassium bromide; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1002/chem.201102797