(4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one
CAS No.:653591-57-2
Molecular Formula:C₃₄H₄₅NO₇Si
Molecular Weight:607.819
Hs Code.:

(4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

Synonyms:(4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

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Technology Process of (4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

There total 7 articles about (4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-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: 99.0%

: 653591-56-1
(3R,4S)-4-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-4-hydroxy-3-((4R,5S)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-butyric acid

: 653591-57-2
(4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; at 25 ℃; for 0.166667h;
DOI:10.1021/jo0303012

Reference yield:

: 60989-82-4
(2S,3S)-(–)-2,3-di(hydroxymethyl)-1,4-dioxaspiro[4.5]decane

: 653591-57-2
(4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 93 percent / NaH / tetrahydrofuran / 2.5 h / 25 °C

2.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 25 °C

3.1: 86 percent / BF₃*Et₂O / CH₂Cl₂ / 48 h / -75 - -70 °C

4.1: cyclohexene; BH₃*THF / tetrahydrofuran / -15 - 25 °C

4.2: 88 percent / H₂O₂; NaHCO₃ / tetrahydrofuran; H₂O / 0 - 25 °C

5.1: 99 percent / 2-chloro-1-methylpyridinium iodide; Et₃N / CH₂Cl₂ / 0.17 h / 25 °C

With borane-THF; boron trifluoride diethyl etherate; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; Dess-Martin periodane; triethylamine; cyclohexene; In tetrahydrofuran; dichloromethane; 2.1: Dess-Martin oxidation;
DOI:10.1021/jo0303012

Reference yield:

: 61045-33-8,93922-63-5
diethyl (2R,3R)-1,4-dioxaspiro[4.5]decane-2,3-dicarboxylate

: 653591-57-2
(4R,5S)-3-{(2S,3R)-2-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-5-oxo-tetrahydro-furan-3-yl}-4,5-diphenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminum hydride / tetrahydrofuran / Heating

2.1: 93 percent / NaH / tetrahydrofuran / 2.5 h / 25 °C

3.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 25 °C

4.1: 86 percent / BF₃*Et₂O / CH₂Cl₂ / 48 h / -75 - -70 °C

5.1: cyclohexene; BH₃*THF / tetrahydrofuran / -15 - 25 °C

5.2: 88 percent / H₂O₂; NaHCO₃ / tetrahydrofuran; H₂O / 0 - 25 °C

6.1: 99 percent / 2-chloro-1-methylpyridinium iodide; Et₃N / CH₂Cl₂ / 0.17 h / 25 °C

With lithium aluminium tetrahydride; borane-THF; boron trifluoride diethyl etherate; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; Dess-Martin periodane; triethylamine; cyclohexene; In tetrahydrofuran; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1021/jo0303012