(4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

Base Information

Chemical Name:(4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one
CAS No.:1034606-52-4
Molecular Formula:C₂₇H₂₆F₂N₂O₃
Molecular Weight:464.512
Hs Code.:

Synonyms:(4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

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Chemical Property of (4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

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Technology Process of (4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

There total 6 articles about (4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)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: 80.0%

: 1034606-50-2
(4S,5R)-4-(3,5-difluorobenzyl)-5-((R)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

: 123-11-5
4-methoxy-benzaldehyde

: 1034606-52-4
(4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

Guidance literature:: (4S,5R)-4-(3,5-difluorobenzyl)-5-((R)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one; 4-methoxy-benzaldehyde; acetic acid; In tetrahydrofuran; at 20 ℃;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 48h;

Reference yield:

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

: 1034606-52-4
(4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 20 °C

2: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

With sodium tris(acetoxy)borohydride; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.bmcl.2011.06.116

Reference yield:

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

: 1034606-52-4
(4S,5S)-4-(3,5-difluorobenzyl)-5-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 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

4: trifluoroacetic acid / dichloromethane / 20 °C

5: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

With lithium hydroperoxide; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; toluene; 3: Curtius rearrangement;
DOI:10.1016/j.bmcl.2011.06.116