R62Tjm8EK3

Base Information

• Chemical Name: R62Tjm8EK3
• CAS No.: 165115-74-2
• Molecular Formula: C₂₁H₁₉F₂NO₃
• Molecular Weight: 371.384
• UNII: R62TJM8EK3
• Nikkaji Number: J760.537D
• Mol file: 165115-74-2.mol

Synonyms:R62TJM8EK3;SCHEMBL3901913;2-Oxazolidinone, 3-[4-(2,4-difluorophenyl)-1-oxo-4-pentenyl]-4-(phenylmethyl)-, (R)-;3-[4-(2,4-Difluorophenyl)-1-oxo-4-penten-1-yl]-4-(phenylmethyl)-2-oxazolidinone, (R)-;165115-74-2

Chemical Property of R62Tjm8EK3

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 371.13329979
• Heavy Atom Count: 27
• Complexity: 562

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=C(CCC(=O)N1C(COC1=O)CC2=CC=CC=C2)C3=C(C=C(C=C3)F)F
• Isomeric SMILES: C=C(CCC(=O)N1[C@@H](COC1=O)CC2=CC=CC=C2)C3=C(C=C(C=C3)F)F

Technology Process of R62Tjm8EK3

There total 7 articles about R62Tjm8EK3 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:

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + 4-(2,4-difluorophenyl)-pent-4-enoic acid (165115-70-8) → (R)-4-benzyl-3-(4-(2,4-difluorophenyl)pent-4-enoyl)oxazolidin-2-one (165115-74-2)

Guidance literature:

4-(2,4-difluorophenyl)-pent-4-enoic acid; With pivaloyl chloride; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

(R)-4-(phenylmethyl)-2-oxazolidinone; With dmap; N,N-dimethyl-formamide; In dichloromethane; at 45 - 50 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.11.056

Reference yield:

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + 4-(2,4-Difluoro-phenyl)-pent-4-enoyl chloride (182009-37-6) → (R)-4-benzyl-3-(4-(2,4-difluorophenyl)pent-4-enoyl)oxazolidin-2-one (165115-74-2)

Guidance literature:

With dmap; In dichloromethane; N,N-dimethyl-formamide; at 20 - 50 ℃; for 4 - 5h;

Reference yield:

1,3-Difluorobenzene (372-18-9) → (R)-4-benzyl-3-(4-(2,4-difluorophenyl)pent-4-enoyl)oxazolidin-2-one (165115-74-2)

Guidance literature:

Multi-step reaction with 4 steps

2: tetrahydrofuran

4: tetrahydrofuran / -78 °C

In tetrahydrofuran;

DOI:10.1016/0040-4039(96)01203-8

upstream raw materials:

(R)-4-benzyl-2-oxazolidinone lithium salt

1,3-Difluorobenzene

4-(2,4-difluorophenyl)-4-oxobutanoic acid

2-(2,4-difluorophenyl)allyl alcohol

Downstream raw materials:

(R)-4-benzyl-3-((S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-enoyl)oxazolidin-2-one

(R)-4-benzyl-3-((3S,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-carbonyl)oxazolidin-2-one