(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

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Chemical Name:(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
CAS No.:653591-56-1
Molecular Formula:C₃₄H₄₇NO₈Si
Molecular Weight:625.835
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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%

: 653591-55-0
(4R,5S)-3-((R)-1-{(S)-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-hydroxy-methyl}-3-trimethylsilanyl-prop-2-ynyl)-4,5-diphenyl-oxazolidin-2-one

: 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

Guidance literature:: (4R,5S)-3-((R)-1-{(S)-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]dec-2-yl]-hydroxy-methyl}-3-trimethylsilanyl-prop-2-ynyl)-4,5-diphenyl-oxazolidin-2-one; With borane-THF; cyclohexene; In tetrahydrofuran; at -15 - 25 ℃;

With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 25 ℃;
DOI:10.1021/jo0303012

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With borane-THF; boron trifluoride diethyl etherate; sodium hydride; Dess-Martin periodane; 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

: 653591-56-1
(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

Guidance literature:: Multi-step reaction with 5 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

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