(4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one

Base Information

• Chemical Name: (4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one
• CAS No.: 851317-60-7
• Molecular Formula: C₂₁H₂₇NO₄
• Molecular Weight: 357.45
• Mol file: 851317-60-7.mol

Synonyms:(4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one

Chemical Property of (4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one

There total 2 articles about (4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-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: 63.0%

(2E,4E)-2,4-dimethyl-2,4-hexadienal (62332-65-4) + (S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) → (4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one (851317-60-7)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; magnesium chloride; In ethyl acetate; at 20 ℃; for 24h;

DOI:10.1055/s-2005-862389

Reference yield:

C24H35NO4Si → (4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one (851317-60-7) + C21H27NO4

Guidance literature:

With trifluoroacetic acid; In methanol; for 0.5h; optical yield given as %de;

DOI:10.1002/hlca.201000258

Reference yield: 100.0%

(4S)-4-benzyl-3-[(2R,3S,4E,6E)-3-hydroxy-2,4,6-trimethylocta-4,6-dienoyl]-1,3-oxazolidin-2-one (851317-60-7) + triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (4S)-4-benzyl-3-{(2R,3S,4E,6E)-2,4,6-trimethyl-3-[(triethylsilyl)oxy]octa-4,6-dienoyl}-1,3-oxazolidin-2-one (851317-61-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -55 ℃; for 3h;

DOI:10.1055/s-2005-862389

upstream raw materials:

(2E,4E)-2,4-dimethyl-2,4-hexadienal

(S)-4-benzyl-3-propionyl-2-oxazolidinone

Downstream raw materials:

(4S)-4-benzyl-3-{(2R,3S,4E,6E)-2,4,6-trimethyl-3-[(triethylsilyl)oxy]octa-4,6-dienoyl}-1,3-oxazolidin-2-one

(2R,3S,4E,6E)-3-hydroxy-N-methoxy-N,2,4,6-tetramethylocta-4,6-dienamide