4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one

Base Information

• Chemical Name: 4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one
• CAS No.: 205253-49-2
• Molecular Formula: C₂₅H₄₁NO₅Si
• Molecular Weight: 463.69

Synonyms:4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one

Chemical Property of 4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one

Chemical Property:

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Technology Process of 4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one

There total 1 articles about 4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]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: 100.0%

t-butyldimethylsiyl triflate (69739-34-0) + (R)-4-Benzyl-3-((2R,3S,4R,5S)-3,5-dihydroxy-2,4-dimethyl-heptanoyl)-oxazolidin-2-one (697742-93-1) → 4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one (205253-49-2)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1021/ja034841s

Reference yield: 100.0%

4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one (205253-49-2) → (R)-4-Benzyl-3-((2R,3S,4R,5S)-3,5-dihydroxy-2,4-dimethyl-heptanoyl)-oxazolidin-2-one (697742-93-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 25 ℃; for 0.5h;

DOI:10.1021/ja029974c

Reference yield: 98.0%

propionic acid anhydride (123-62-6) + 4(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-hydroxy-2,4-dimethylheptanoyl]oxazolidin-2-one (205253-49-2) → 4-(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-propionyloxy-2,4-dimethylheptanoyl]-oxazolidin-2-one (697742-98-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 7h; Heating;

DOI:10.1021/ja034841s

upstream raw materials:

t-butyldimethylsiyl triflate

(R)-4-Benzyl-3-((2R,3S,4R,5S)-3,5-dihydroxy-2,4-dimethyl-heptanoyl)-oxazolidin-2-one

Downstream raw materials:

(R)-4-Benzyl-3-((2R,3S,4R,5S)-3,5-dihydroxy-2,4-dimethyl-heptanoyl)-oxazolidin-2-one

4-(R)-benzyl-3-[(2R,3S,4R,5S)-5-(tert-butyldimethylsilanyloxy)-3-propionyloxy-2,4-dimethylheptanoyl]-oxazolidin-2-one

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