(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

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Chemical Name:(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
CAS No.:653591-55-0
Molecular Formula:C₃₇H₅₃NO₆Si₂
Molecular Weight:664.002
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 5 articles about (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 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: 86.0%

: 214189-99-8
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-1,4-dioxa-spiro[4.5]decane-2-carbaldehyde

: (4R,5S)-4,5-Diphenyl-3-(3-tributylstannanyl-3-trimethylsilanyl-propa-1,2-dienyl)-oxazolidin-2-one

: 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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -75 - -70 ℃; for 48h;
DOI:10.1021/jo0303012

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / NaH / tetrahydrofuran / 2.5 h / 25 °C

2: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 25 °C

3: 86 percent / BF₃*Et₂O / CH₂Cl₂ / 48 h / -75 - -70 °C

With boron trifluoride diethyl etherate; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 2: 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

: 653591-55-0
(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

Guidance literature:: Multi-step reaction with 4 steps

1: lithium aluminum hydride / tetrahydrofuran / Heating

2: 93 percent / NaH / tetrahydrofuran / 2.5 h / 25 °C

3: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 25 °C

4: 86 percent / BF₃*Et₂O / CH₂Cl₂ / 48 h / -75 - -70 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/jo0303012