(4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one
CAS No.:218152-54-6
Molecular Formula:C₃₁H₄₅NO₆Si
Molecular Weight:555.787
Hs Code.:

Synonyms:(4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

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Technology Process of (4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

There total 5 articles about (4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-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: 98.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 132969-62-1
(2'R,3'S,4'S,4R,5S)-3-[3'-hydroxy-5'-(4-methoxyphenyl)methoxy-2',4'-dimethylpentanoyl]-5-phenyl-4-methyl-2-oxazolidinone

: 218152-54-6
(4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo981370x

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 218152-54-6
(4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 22 h / Ambient temperature

2: DIBAH / CH₂Cl₂ / 1 h / -78 °C

3: 1.) Et₃B, CF₃SO₂H, 2.) iPr₂NEt, 3.) aq. H₂O₂ / 1.) CH₂Cl₂, hexane, 0 deg C, 30 min, 2.) -78 deg C, 3 h; room temperature, 4 h, 3.) MeOH, room temperature, 1 h

4: 98 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

With triethyl borane; trifluoromethanesulfinic acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo981370x

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 218152-54-6
(4R,5S)-3-[(2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Et₃B, CF₃SO₂H, 2.) iPr₂NEt, 3.) aq. H₂O₂ / 1.) CH₂Cl₂, hexane, 0 deg C, 30 min, 2.) -78 deg C, 3 h; room temperature, 4 h, 3.) MeOH, room temperature, 1 h

2: 98 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / 0 °C

With triethyl borane; trifluoromethanesulfinic acid; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo981370x