(4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

Base Information

Chemical Name:(4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one
CAS No.:177659-49-3
Molecular Formula:C₂₃H₃₄N₂O₆
Molecular Weight:434.533
Hs Code.:

(4S)-N-<(3'S,4'S,5'S)-4'-<Benzyloxycarbonyl(methyl)amino>-3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

Synonyms:(4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

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Chemical Property of (4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

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Technology Process of (4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

There total 5 articles about (4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-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: 79.0%

: 177659-48-2
[(1S,2R,3S)-1-((S)-sec-Butyl)-2-hydroxy-4-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-3-methylsulfanyl-4-oxo-butyl]-methyl-carbamic acid benzyl ester

: 177659-49-3
(4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; Heating;
DOI:10.1039/p19960000853

Reference yield:

: 72-18-4,25609-85-2,7004-03-7,921-10-8
L-valine

: 177659-49-3
(4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / BF₃*Et₂O, BH₃*Et₂O / tetrahydrofuran / 2 h / Heating

2: 2.) MeONa / 1.) toluene, reflux, 2.) 110 deg C

3: 89 percent / BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 40 min, 2.) r.t., 30 min

4: 70 percent / dibutylboron triflate, diisopropylethylamine / CH₂Cl₂ / 1.) -5 deg C, 90 min, 2.) -78 deg C, 17 h; -5 deg C, 90 min

5: 79 percent / Bu₃SnH, AIBN / benzene / 2 h / Heating

With n-butyllithium; tetrafluoroboric acid-diethyl ether complex; 2,2'-azobis(isobutyronitrile); di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; benzene;
DOI:10.1039/p19960000853

Reference yield:

: 2026-48-4,473-75-6
(S)-valinol

: 177659-49-3
(4S)-N-<(3'S,4'S,5'S)-4'--3'-hydroxy-5'-methylheptanoyl>-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) MeONa / 1.) toluene, reflux, 2.) 110 deg C

2: 89 percent / BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 40 min, 2.) r.t., 30 min

3: 70 percent / dibutylboron triflate, diisopropylethylamine / CH₂Cl₂ / 1.) -5 deg C, 90 min, 2.) -78 deg C, 17 h; -5 deg C, 90 min

4: 79 percent / Bu₃SnH, AIBN / benzene / 2 h / Heating

With n-butyllithium; 2,2'-azobis(isobutyronitrile); di-n-butylboryl trifluoromethanesulfonate; tri-n-butyl-tin hydride; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; benzene;
DOI:10.1039/p19960000853