benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate

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Chemical Name:benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate
CAS No.:1341209-26-4
Molecular Formula:C₂₅H₂₈N₄O₆
Molecular Weight:480.521
Hs Code.:

Synonyms:

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Chemical Property of benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate

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Technology Process of benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate

There total 11 articles about benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate 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:

: C₂₃H₂₆N₄O₅

: 75-36-5
acetyl chloride

: 1341209-26-4
benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jm200614t

Reference yield:

: 911845-36-8
(2Z)-4-(5-bromo-2-nitrophenoxy)but-2-enyl propionate

: 1341209-26-4
benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1: potassium fluoride; potassium carbonate / N,N-dimethyl-formamide / 14 h / 120 °C / Molecular sieve

2: tin(II) chloride dihdyrate / ethanol / 18 h / Inert atmosphere; Reflux

3: pyridine / dichloromethane / 2 h / 20 °C

4: methanol; potassium hydroxide / tetrahydrofuran / 2 h / -5 - 20 °C

5: tert.-butylhydroperoxide; titanium acetate; diethyl (2R,3R)-tartrate / dichloromethane; toluene / 20 h / -40 °C / Molecular sieve

6: 1H-imidazole; dmap / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

7: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

9: triethylamine / dichloromethane / 0 - 20 °C

10: ammonium hydroxide / water; isopropyl alcohol; acetonitrile / 24 h / Heating

11: triethylamine / dichloromethane / 0.5 h / 0 °C

With pyridine; 1H-imidazole; methanol; tert.-butylhydroperoxide; dmap; potassium fluoride; n-butyllithium; titanium acetate; tin(II) chloride dihdyrate; diethyl (2R,3R)-tartrate; tetrabutyl ammonium fluoride; potassium carbonate; ammonium hydroxide; triethylamine; potassium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; acetonitrile; 5: Sharpless epoxidation;
DOI:10.1021/jm200614t

Reference yield:

: 1341209-18-4
benzyl 4-(4-{[(benzyloxy)carbonyl]amino}-3-{[(2R,3S)-3-{[(tert-butyldimethylsilyl)oxy]methyl}oxiran-2-yl]methoxy}phenyl)piperazine-1-carboxylate

: 1341209-26-4
benzyl 4-[(3S,3aS)-3-(acetamidomethyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl]piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C

3: triethylamine / dichloromethane / 0 - 20 °C

4: ammonium hydroxide / water; isopropyl alcohol; acetonitrile / 24 h / Heating

5: triethylamine / dichloromethane / 0.5 h / 0 °C

With n-butyllithium; tetrabutyl ammonium fluoride; ammonium hydroxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; isopropyl alcohol; acetonitrile;
DOI:10.1021/jm200614t