(R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one

Base Information

Chemical Name:(R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one
CAS No.:649755-90-8
Molecular Formula:C₃₅H₅₉NO₅Si₂
Molecular Weight:630.028
Hs Code.:

Synonyms:(R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one

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Chemical Property of (R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one

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Technology Process of (R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one

There total 7 articles about (R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-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: 90.0%

: 649755-89-5
(R)-4'-benzyl-3'-[(Z)-(2R,3S,4S,5S,6S)-3-hydroxy-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2'-one

: 69739-34-0
t-butyldimethylsiyl triflate

: 649755-90-8
(R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -20 - 0 ℃; for 3h; Inert atmosphere;
DOI:10.1021/op049807s

Reference yield:

: (Z)-(2R,3S,4S)-2,4-dimethyl-3-triethylsilanyloxyocta-5,7-dienoic acid methoxymethylamide

: 649755-90-8
(R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.67 h / -30 °C / Inert atmosphere

2.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.2: 0.75 h / -78 - 0 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 3 h / -20 - 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/op049807s

Reference yield:

: C₂₁H₄₅NO₄Si₂

: 649755-90-8
(R)-4-benzyl-3-[(Z)-(2R,3S,4R,5S,6S)-3-(tert-butyldimethylsilanyloxy)-2,4,6-trimethyl-5-triethylsilanyloxydeca-7,9-dienoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.67 h / -30 °C / Inert atmosphere

3.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.2: 0.75 h / -78 - 0 °C

4.1: 2,6-dimethylpyridine / dichloromethane / 3 h / -20 - 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; potassium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene; mineral oil;
DOI:10.1021/op049807s