(4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one
• CAS No.: 1224714-25-3
• Molecular Formula: C₃₂H₄₃NO₅
• Molecular Weight: 521.697
• Mol file: 1224714-25-3.mol

Synonyms:(4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one

Chemical Property of (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one

There total 1 articles about (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-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: 95.0%

(4E,6S,8S)-6,8-dimethyldec-4-enal (1224714-23-1) + (4R)-4-benzyl-3-[3-(4-methoxyphenyl)propanoyl]-1,3-oxazolidin-2-one (1224714-08-2) → (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one (1224714-25-3)

Guidance literature:

(4R)-4-benzyl-3-[3-(4-methoxyphenyl)propanoyl]-1,3-oxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

(4E,6S,8S)-6,8-dimethyldec-4-enal; In dichloromethane; at -80 - 20 ℃; for 4h; Inert atmosphere;

With water; dihydrogen peroxide; In methanol; dichloromethane; at -10 - 0 ℃; pH=7; diastereoselective reaction; aq. buffer;

DOI:10.1016/j.tet.2010.02.034

Reference yield: 95.0%

(4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one (1224714-25-3) + chloromethyl methyl ether (107-30-2) → (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-2-(4-methoxybenzyl)-3-(methoxymethoxy)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one (1224714-27-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2010.02.034

upstream raw materials:

(4E,6S,8S)-6,8-dimethyldec-4-enal

(4R)-4-benzyl-3-[3-(4-methoxyphenyl)propanoyl]-1,3-oxazolidin-2-one

Downstream raw materials:

(4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-2-(4-methoxybenzyl)-3-(methoxymethoxy)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one