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

Base Information

Chemical Name:(2S,3S)-2-(3,5-difluorobenzyl)-3-((R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-3-hydroxypropanoic acid
CAS No.:845543-86-4
Molecular Formula:C₂₄H₂₇F₂NO₅
Molecular Weight:447.479
Hs Code.:

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

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Chemical Property of (2S,3S)-2-(3,5-difluorobenzyl)-3-((R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-3-hydroxypropanoic acid

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Technology Process of (2S,3S)-2-(3,5-difluorobenzyl)-3-((R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-3-hydroxypropanoic acid

There total 8 articles about (2S,3S)-2-(3,5-difluorobenzyl)-3-((R)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-3-hydroxypropanoic acid 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: 63.0%

: 845543-84-2
C₃₀H₃₆F₂N₂O₆

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

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; trifluoroacetic acid; In water; at 0 ℃; for 8h;

Reference yield:

: 1034606-46-6
(R)-tert-butyl 3-((1S,2S)-2-(3,5-difluorobenzyl)-3-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-hydroxy-3-oxopropyl)-3,4-dihydro-isoquinoline-2(1H)-carboxylate

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

Guidance literature:: (R)-tert-butyl 3-((1S,2S)-2-(3,5-difluorobenzyl)-3-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-hydroxy-3-oxopropyl)-3,4-dihydro-isoquinoline-2(1H)-carboxylate; With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With lithium hydroperoxide; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water;
DOI:10.1016/j.bmcl.2011.06.116