(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

Base Information

Chemical Name:(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate
CAS No.:1372187-15-9
Molecular Formula:C₂₄H₂₆ClFN₄O₆
Molecular Weight:520.945
Hs Code.:

Synonyms:(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

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Chemical Property of (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

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Technology Process of (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

There total 10 articles about (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-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: 97.0%

: 1372187-14-8
(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((3-cyano-2-oxopyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

: 530-62-1
1,1'-carbonyldiimidazole

: 1372187-15-9
(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((3-cyano-2-oxopyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate; With hydroxylamine hydrochloride; sodium hydrogencarbonate; In dimethyl sulfoxide; at 80 ℃; for 8h;

1,1'-carbonyldiimidazole; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 70 ℃; for 5.5h;
DOI:10.1016/j.bmc.2016.06.014

Reference yield:

: 1372187-07-9
(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate

: 1372187-15-9
(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; 1,2-dimethoxyethane / 0.33 h / Cooling with ice

1.2: 1.5 h / 10 - 35 °C

1.3: 60 °C

2.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / dimethyl sulfoxide / 80 °C

2.2: 2 h / Reflux

With hydroxylamine hydrochloride; sodium hydride; sodium hydrogencarbonate; In 1,2-dimethoxyethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 1372189-41-7
tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

: 1372187-15-9
(6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 3 h / Cooling with ice

2.1: sodium hydride / N,N-dimethyl-formamide; 1,2-dimethoxyethane / 0.33 h / Cooling with ice

2.2: 1.5 h / 10 - 35 °C

2.3: 60 °C

3.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / dimethyl sulfoxide / 80 °C

3.2: 2 h / Reflux

With hydroxylamine hydrochloride; sodium hydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dimethyl sulfoxide; N,N-dimethyl-formamide;