2-Oxazolidinone, 3-[(2S,4E,6R,8S)-8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2,4,6-trimethyl -1-oxo-4-nonenyl]-4-(phenylmethyl)-, (4R)-

Base Information

Chemical Name:2-Oxazolidinone, 3-[(2S,4E,6R,8S)-8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2,4,6-trimethyl -1-oxo-4-nonenyl]-4-(phenylmethyl)-, (4R)-
CAS No.:156659-93-7
Molecular Formula:C28H45NO4Si
Molecular Weight:487.755
Hs Code.:
Mol file:156659-93-7.mol

Synonyms:

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Chemical Property of 2-Oxazolidinone, 3-[(2S,4E,6R,8S)-8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2,4,6-trimethyl -1-oxo-4-nonenyl]-4-(phenylmethyl)-, (4R)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-Oxazolidinone, 3-[(2S,4E,6R,8S)-8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2,4,6-trimethyl -1-oxo-4-nonenyl]-4-(phenylmethyl)-, (4R)-

There total 18 articles about 2-Oxazolidinone, 3-[(2S,4E,6R,8S)-8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2,4,6-trimethyl -1-oxo-4-nonenyl]-4-(phenylmethyl)-, (4R)- 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: 61.0%

: 101711-78-8,131685-53-5
(3R)-3-propionyl-4-benzyloxazolidin-2-one

: 832677-11-9
(2E,4R,6S)-6-{[tert-butyl(dimethyl)silyl]oxy}-1-iodo-2,4-dimethylhept-2-ene

: 156659-93-7
(4R)-4-benzyl-3-((E)-(2S,6R,8S)-8-{[tert-butyl(dimethyl)silyl]oxy}-2,4,6-trimethylnon-4-enoyl)-1,3-oxazolidin-2-one

Guidance literature:: (3R)-3-propionyl-4-benzyloxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h;

(2E,4R,6S)-6-{[tert-butyl(dimethyl)silyl]oxy}-1-iodo-2,4-dimethylhept-2-ene; In tetrahydrofuran; at -78 ℃; for 15h; Further stages.;
DOI:10.1002/adsc.200404004

Reference yield:

: 71171-66-9,72150-39-1,92775-37-6,116839-04-4
(S)-3-(tert-butyldimethylsilyloxy)butanal

: 156659-93-7
(4R)-4-benzyl-3-((E)-(2S,6R,8S)-8-{[tert-butyl(dimethyl)silyl]oxy}-2,4,6-trimethylnon-4-enoyl)-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: benzene / 16 h / 80 °C

2.1: 96 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 1.5 h / -78 °C

3.1: diethylzinc / CH₂Cl₂; 1,2-dimethoxy-ethane; hexane / -10 °C

3.2: 2-butyl-[1,3,2]dioxaborolane-4,5-dicarboxylic acid bis-Me₂N / CH₂Cl₂; hexane; 1,2-dimethoxy-ethane / -5 °C

3.3: 96 percent / CH₂Cl₂; hexane; 1,2-dimethoxy-ethane / -10 - 23 °C

4.1: 4.84 g / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

5.1: 5.11 g / NaI / acetone / 3 h / 23 °C

6.1: 73 percent / n-BuLi; TMEDA / diethyl ether; hexane / -78 - -30 °C

7.1: 73 percent / (1,3-bis(mesityl)-imidazolidin-2-yl)-RuCl₂-(PCy₃)=CH-Ph / CH₂Cl₂ / 20 h / 40 °C

8.1: 100 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 1.5 h / -78 °C

9.1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

10.1: 292 mg / NaI / acetone / 3 h / 23 °C

11.1: sodium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

11.2: 61 percent / tetrahydrofuran / 15 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diethylzinc; sodium hexamethyldisilazane; diisobutylaluminium hydride; triethylamine; sodium iodide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; acetone; benzene; 1.1: Wittig reaction / 3.1: Charette cyclopropanation / 11.1: Evans alkylation;
DOI:10.1002/adsc.200404004

Reference yield:

: 133522-08-4
methyl (2E,5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-hexenoate

: 156659-93-7
(4R)-4-benzyl-3-((E)-(2S,6R,8S)-8-{[tert-butyl(dimethyl)silyl]oxy}-2,4,6-trimethylnon-4-enoyl)-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 96 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 1.5 h / -78 °C

2.1: diethylzinc / CH₂Cl₂; 1,2-dimethoxy-ethane; hexane / -10 °C

2.2: 2-butyl-[1,3,2]dioxaborolane-4,5-dicarboxylic acid bis-Me₂N / CH₂Cl₂; hexane; 1,2-dimethoxy-ethane / -5 °C

2.3: 96 percent / CH₂Cl₂; hexane; 1,2-dimethoxy-ethane / -10 - 23 °C

3.1: 4.84 g / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 5.11 g / NaI / acetone / 3 h / 23 °C

5.1: 73 percent / n-BuLi; TMEDA / diethyl ether; hexane / -78 - -30 °C

6.1: 73 percent / (1,3-bis(mesityl)-imidazolidin-2-yl)-RuCl₂-(PCy₃)=CH-Ph / CH₂Cl₂ / 20 h / 40 °C

7.1: 100 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 1.5 h / -78 °C

8.1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

9.1: 292 mg / NaI / acetone / 3 h / 23 °C

10.1: sodium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

10.2: 61 percent / tetrahydrofuran / 15 h / -78 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diethylzinc; sodium hexamethyldisilazane; diisobutylaluminium hydride; triethylamine; sodium iodide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; acetone; 2.1: Charette cyclopropanation / 10.1: Evans alkylation;
DOI:10.1002/adsc.200404004