(8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane

Base Information

Chemical Name:(8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane
CAS No.:176037-03-9
Molecular Formula:C₂₁H₂₆BrNO₄S₂
Molecular Weight:500.478
Hs Code.:

Synonyms:(8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane

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Chemical Property of (8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane

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Technology Process of (8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane

There total 4 articles about (8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane 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: 47.0%

: 1026936-22-0
(R)-4-Benzyl-3-((2R,3S)-2-bromo-6-[1,3]dithian-2-ylidene-3-hydroxy-heptanoyl)-oxazolidin-2-one

: 176037-03-9
(8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane

Guidance literature:: at -10 ℃; for 16h;
DOI:10.1055/s-1996-4184

Reference yield:

: 539-88-8
4-oxopentanoic acid ethyl ester

: 176037-03-9
(8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LDA, 2.) diethyl chlorophosphate

2: 80 percent / DIBALH / CH₂Cl₂; toluene / 0.5 h / -80 °C

3: 1.) Et₃N, dibutylboron triflate / 1.) Et₂O, Rt, 1.5 h, 2.) Et₂O, a) from -80 deg C to 0 deg C, 1.5 h, b) 0 deg C, 30 min

4: 47 percent / 16 h / -10 °C

With di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; diethyl chlorophosphate; triethylamine; lithium diisopropyl amide; In dichloromethane; toluene;
DOI:10.1055/s-1996-4184

Reference yield:

: 176037-01-7
ethyl 4-(1,3-dithian-2-ylidene) pentanoate

: 176037-03-9
(8S,11R)-11-methyl-8-<(1R)-1-bromo-2-oxo-2-<(4R)-4-benzyl-2-oxo-1,3-oxazolidin-1,3-yl>ethyl>-7-oxa-1,5-dithiaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / DIBALH / CH₂Cl₂; toluene / 0.5 h / -80 °C

2: 1.) Et₃N, dibutylboron triflate / 1.) Et₂O, Rt, 1.5 h, 2.) Et₂O, a) from -80 deg C to 0 deg C, 1.5 h, b) 0 deg C, 30 min

3: 47 percent / 16 h / -10 °C

With di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene;
DOI:10.1055/s-1996-4184