(4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one

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Chemical Name:(4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one
CAS No.:624727-30-6
Molecular Formula:C₃₄H₅₁NO₈Si
Molecular Weight:629.866
Hs Code.:

Synonyms:(4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one

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Chemical Property of (4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one

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Technology Process of (4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one

There total 7 articles about (4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-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: 81.0%

: 107-30-2
chloromethyl methyl ether

: 624727-29-3
(4S)-4-benzyl-3-{(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-7-[(4-methoxybenzyl)oxy]-2-methylheptanoyl}-1,3-oxazolidin-2-one

: 624727-30-6
(4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1021/jo035054g

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 624727-30-6
(4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / SnCl₂ / CH₂Cl₂ / 1 h / 20 °C

2: H₂; (R)-(+)-BINAP / [RuCl₂(PhH)]2 / dimethylformamide / 20 h / 90 °C / 3000.24 Torr

3: imidazole; DMAP / dimethylformamide / 48 h

4: DIBAH / CH₂Cl₂; hexane / 3.5 h / -78 °C

5: 5.67 g / TiCl₄; (-)-sparteine / CH₂Cl₂ / 1 h / 0 °C

6: 81 percent / (iPr)2NEt; tetrabutylammonium iodide / CH₂Cl₂ / 72 h / 20 °C

With 1H-imidazole; dmap; hydrogen; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; tin(ll) chloride; (-)-sparteine; dichloro(benzene)ruthenium(II) dimer; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo035054g

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 624727-30-6
(4S)-4-benzyl-3-[(2S,3R,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-7-[(4-methoxybenzyl)oxy]-3-(methoxymethoxy)-2-methylheptanoyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: ClCH₂CO₂H; aq. NaOH; acetic acid / 144 h / 40 °C

2: 80 percent / SnCl₂ / CH₂Cl₂ / 1 h / 20 °C

3: H₂; (R)-(+)-BINAP / [RuCl₂(PhH)]2 / dimethylformamide / 20 h / 90 °C / 3000.24 Torr

4: imidazole; DMAP / dimethylformamide / 48 h

5: DIBAH / CH₂Cl₂; hexane / 3.5 h / -78 °C

6: 5.67 g / TiCl₄; (-)-sparteine / CH₂Cl₂ / 1 h / 0 °C

7: 81 percent / (iPr)2NEt; tetrabutylammonium iodide / CH₂Cl₂ / 72 h / 20 °C

With 1H-imidazole; dmap; sodium hydroxide; hydrogen; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; acetic acid; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; chloroacetic acid; tin(ll) chloride; (-)-sparteine; dichloro(benzene)ruthenium(II) dimer; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo035054g