(3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

Base Information

• Chemical Name: (3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone
• CAS No.: 864072-74-2
• Molecular Formula: C₃₅H₂₉F₁₃N₂O₄
• Molecular Weight: 788.605
• Mol file: 864072-74-2.mol

Synonyms:(3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

Chemical Property of (3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

There total 2 articles about (3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone 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:

(E)-(4S,5R)-4-benzyl-3-(2'-butenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone (857637-81-1) + C,N-diphenylnitrone (201024-81-9) → (3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone (864072-74-2) + (3'S,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone + (3'R,4S,4'R,5R,5'S)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone + (3'S,4S,4'R,5R,5'S)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

Guidance literature:

With 4 A molecular sieve; ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 24h; Further byproducts given;

DOI:10.1016/j.tetasy.2005.05.041

Reference yield:

(4S,5R)-4-benzyl-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-oxazolidin-2-one (857637-92-4) → (3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone (864072-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / LiCl; DIPEA / tetrahydrofuran / 24 h / Heating

2: Mg(ClO₄)2 / CH₂Cl₂ / 24 h / 20 °C

With magnesium(II) perchlorate; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetasy.2005.05.041

Reference yield: 92.0%

(3'R,4S,4'S,5R,5'R)-4-benzyl-3-((5'-methyl-2',3'diphenylisoxazolidin-4'-yl)carbonyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone (864072-74-2) + isopropyl alcohol (67-63-0,8013-70-5) → (3R,4S,5R)-4-isoxazolidinecarboxylic acid, 5-methyl-2,3-diphenyl-, isopropyl ester

Guidance literature:

With titanium(IV) isopropylate; In toluene; Heating;

DOI:10.1016/j.tetasy.2005.05.041

upstream raw materials:

(E)-(4S,5R)-4-benzyl-3-(2'-butenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

C,N-diphenylnitrone

(4S,5R)-4-benzyl-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-oxazolidin-2-one