(2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione

Base Information

• Chemical Name: (2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione
• CAS No.: 850026-69-6
• Molecular Formula: C₂₈H₃₅NO₇
• Molecular Weight: 497.588
• Mol file: 850026-69-6.mol

Synonyms:(2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione

Chemical Property of (2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione

There total 2 articles about (2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione 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: 78.0%

(S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione (101712-01-0) + (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal (132969-60-9) → (2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione (850026-69-6)

Guidance literature:

With tin(II) trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1039/b416309e

Reference yield:

(S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione (101712-01-0) + (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal (132969-60-9) → (2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione (850026-69-6) + (2S,4S,5R,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione

Guidance literature:

(S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione; With tin(II) trifluoromethanesulfonate; triethylamine; In dichloromethane; at -20 ℃; for 1h;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In dichloromethane; at -78 ℃; for 2h; Further stages. Title compound not separated from byproducts.;

DOI:10.1002/chem.200600134

Reference yield: 92.0%

(2S,4R,5S,6S)-1-[(S)-4-benzyl-2-oxooxazolidin-3-yl]-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3-dione (850026-69-6) → (S)-4-benzyl-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptanoyl]oxazolidin-2-one (850026-95-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; at 20 ℃;

DOI:10.1039/b416309e

upstream raw materials:

(S)-1-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methylpentane-1,3-dione

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

Downstream raw materials:

(S)-4-benzyl-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylheptanoyl]oxazolidin-2-one

(S)-2-[(4S,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-yl]propanal

(R)-2-[(4S,5S,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-1,3-dioxan-4-yl]-1-propanol

(2S,3S,4R,5S,6R,8R,9S)-9-ethyl-2-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-4-ol