(R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

Chemical Name:(R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:845543-89-7
Molecular Formula:C₂₄H₂₆F₂N₂O₄
Molecular Weight:444.478
Hs Code.:

Synonyms:(R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Chemical Property of (R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Technology Process of (R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 9 articles about (R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 99.0%

: 845543-86-4
(2S,3S)-2-(3,5-difluorobenzyl)-3-((R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-3-hydroxypropanoic acid

: 845543-89-7
(R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 80 ℃; for 4h;

Reference yield:

: 877078-49-4
(S)-4-benzyl-3-(3-(3,5-difluorophenyl)propanoyl)oxazolidin-2-one

: 845543-89-7
(R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -78 °C

2: lithium hydroperoxide / tetrahydrofuran; water / 0 - 20 °C

3: diphenyl phosphoryl azide / toluene

With lithium hydroperoxide; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; toluene; 3: Curtius rearrangement;
DOI:10.1016/j.bmcl.2011.06.116

Reference yield:

: C₁₅H₂₁NO₃

: 845543-89-7
(R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -78 °C

2: lithium hydroperoxide / tetrahydrofuran; water / 0 - 20 °C

3: diphenyl phosphoryl azide / toluene

With lithium hydroperoxide; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; toluene; 3: Curtius rearrangement;
DOI:10.1016/j.bmcl.2011.06.116