(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

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Chemical Name:(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal
CAS No.:902480-49-3
Molecular Formula:C₂₆H₄₁NO₆Si
Molecular Weight:491.7
Hs Code.:

Synonyms:(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

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Chemical Property of (2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

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Technology Process of (2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

There total 3 articles about (2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal 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: 82.0%

: 902480-48-2
(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

: 902480-49-3
(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

Guidance literature:: With Celite; magnesium sulfate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1021/ol060882s

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 902480-49-3
(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutylboron triflate; triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

1.2: CH₂Cl₂ / 4 h / 0 °C

1.3: 53 percent / triethylamine / CH₂Cl₂ / 3 h / 0 °C

2.1: 82 percent / PCC; MgSO₄; Celite / CH₂Cl₂ / 72 h / 20 °C

With Celite; di-n-butylboryl trifluoromethanesulfonate; magnesium sulfate; triethylamine; pyridinium chlorochromate; In dichloromethane; 1.2: Evans aldol condensation;
DOI:10.1021/ol060882s

Reference yield:

: 129952-14-3
(R)-4-benzyl-3-(2-methoxyacetyl)oxazolidin-2-one

: 902480-49-3
(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: dibutylboron triflate; triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

1.2: CH₂Cl₂ / 4 h / 0 °C

1.3: 53 percent / triethylamine / CH₂Cl₂ / 3 h / 0 °C

2.1: 82 percent / PCC; MgSO₄; Celite / CH₂Cl₂ / 72 h / 20 °C

With Celite; di-n-butylboryl trifluoromethanesulfonate; magnesium sulfate; triethylamine; pyridinium chlorochromate; In dichloromethane; 1.2: Evans aldol condensation;
DOI:10.1021/ol060882s