(3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

Base Information

Chemical Name:(3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one
CAS No.:1415380-08-3
Molecular Formula:C₁₄H₁₈N₄O₆S
Molecular Weight:370.386
Hs Code.:

Synonyms:(3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

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Chemical Property of (3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

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Technology Process of (3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

There total 5 articles about (3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-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: 58.0%

: 1415380-02-7
(3R)-1-[(R)-1-carboxyethyl]-3-methyl-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

: 74-89-5
methylamine

: 1415380-08-3
(3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

Guidance literature:: With 4-methyl-morpholine; water; isobutyl chloroformate; In tetrahydrofuran; at -20 ℃; for 0.75h; Inert atmosphere;
DOI:10.1021/jo302368y

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 1415380-08-3
(3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: potassium hydrogencarbonate / acetonitrile / 16 h / Inert atmosphere; Reflux

2: acetonitrile / 20 h / 20 °C / Inert atmosphere

3: lithium hexamethyldisilazane / tetrahydrofuran / 12 h / Inert atmosphere

4: [bis(acetoxy)iodo]benzene; 2,2,6,6-tetramethyl-piperidine-N-oxyl / acetone; water / 3 h / Inert atmosphere

5: isobutyl chloroformate; 4-methyl-morpholine; water / tetrahydrofuran / 0.75 h / -20 °C / Inert atmosphere

With 4-methyl-morpholine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; water; potassium hydrogencarbonate; lithium hexamethyldisilazane; isobutyl chloroformate; In tetrahydrofuran; water; acetone; acetonitrile;
DOI:10.1021/jo302368y

Reference yield:

: 923578-98-7
(2R)-2-methyl-2-methoxycarbonyl-1-(2-nitrobenzenesulfonyl)-aziridine

: 1415380-08-3
(3R)-3-methyl-1-[(1R)-1-(N-methylcarbamoyl)ethyl]-3-(2-nitrobenzenesulfonylamino)azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: acetonitrile / 20 h / 20 °C / Inert atmosphere

2: lithium hexamethyldisilazane / tetrahydrofuran / 12 h / Inert atmosphere

3: [bis(acetoxy)iodo]benzene; 2,2,6,6-tetramethyl-piperidine-N-oxyl / acetone; water / 3 h / Inert atmosphere

4: isobutyl chloroformate; 4-methyl-morpholine; water / tetrahydrofuran / 0.75 h / -20 °C / Inert atmosphere

With 4-methyl-morpholine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; water; lithium hexamethyldisilazane; isobutyl chloroformate; In tetrahydrofuran; water; acetone; acetonitrile;
DOI:10.1021/jo302368y