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

Base Information

Chemical Name:(E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone
CAS No.:857637-83-3
Molecular Formula:C₂₇H₂₀F₁₃NO₃
Molecular Weight:653.44
Hs Code.:

Synonyms:(E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

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Technology Process of (E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

There total 10 articles about (E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-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: 36.6%

: 857637-92-4
(4S,5R)-4-benzyl-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-oxazolidin-2-one

: 102-92-1,17082-09-6
Cinnamoyl chloride

: 857637-83-3
(E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

Guidance literature:: With N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; at 20 ℃;
DOI:10.1021/ol050956k

Reference yield:

: 857637-81-1
(E)-(4S,5R)-4-benzyl-3-(2'-butenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

: 857637-83-3
(E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: ZrCl₄; tributyltin hydride; triethylborane / O₂ / CH₂Cl₂; tetrahydrofuran / 2 h / 0 °C

2: 88 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 3 h / 0 °C

3: 36.6 percent / LiCl; DIPEA / CH₂Cl₂ / 20 °C

With lithium hydroxide; triethyl borane; dihydrogen peroxide; tri-n-butyl-tin hydride; zirconium(IV) chloride; N-ethyl-N,N-diisopropylamine; lithium chloride; oxygen; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol050956k

Reference yield:

: 857637-84-4
(E)-(4S,5R)-4-benzyl-3-(3'-ethoxycarbonyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

: 857637-83-3
(E)-(4S,5R)-4-benzyl-3-(3'-phenyl-2'-propenoyl)-5-(1'H,1'H,2'H,2'H-perfluorooctyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: Yb(OTf)3; tributyltin hydride; triethylborane / O₂ / CH₂Cl₂; tetrahydrofuran / -78 °C

2: H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 0 °C

3: 36.6 percent / LiCl; DIPEA / CH₂Cl₂ / 20 °C

With lithium hydroxide; triethyl borane; dihydrogen peroxide; tri-n-butyl-tin hydride; N-ethyl-N,N-diisopropylamine; lithium chloride; ytterbium(III) triflate; oxygen; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol050956k