(4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one
CAS No.:1264175-76-9
Molecular Formula:C₂₁H₂₉NO₆
Molecular Weight:391.464
Hs Code.:

Synonyms:(4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one

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Chemical Property of (4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one

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Technology Process of (4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one

There total 5 articles about (4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-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%

: 1264175-75-8
(E)-6-methoxy-2-methylhex-2-enal

: 121441-79-0
<4R,5S>-3-<1-oxo-2-(methoxy)ethyl>-4-methyl-5-phenyl-2-oxazolidinone

: 1264175-76-9
(4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: <4R,5S>-3-<1-oxo-2-(methoxy)ethyl>-4-methyl-5-phenyl-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; toluene; at -40 ℃; for 1h; Inert atmosphere;

(E)-6-methoxy-2-methylhex-2-enal; In dichloromethane; toluene; at -40 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol103003f

Reference yield:

: 1264175-73-6
(E)-ethyl 6-methoxy-2-methylhex-2-enoate

: 1264175-76-9
(4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / dichloromethane / 2 h / -78 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 0 - 23 °C / Inert atmosphere

3.1: di-n-butylboryl trifluoromethanesulfonate; triethylamine / dichloromethane; toluene / 1 h / -40 °C / Inert atmosphere

3.2: 2 h / -40 °C / Inert atmosphere

With di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/ol103003f

Reference yield:

: 1264175-74-7
(E)-6-methoxy-2-methylhex-2-en-1-ol

: 1264175-76-9
(4R,5S)-3-((2R,3S,E)-3-hydroxy-2,8-dimethoxy-4-methyloct-4-enoyl)-4-methyl-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 0 - 23 °C / Inert atmosphere

2.1: di-n-butylboryl trifluoromethanesulfonate; triethylamine / dichloromethane; toluene / 1 h / -40 °C / Inert atmosphere

2.2: 2 h / -40 °C / Inert atmosphere

With di-n-butylboryl trifluoromethanesulfonate; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/ol103003f