Benzenesulfonamide, N-[(3R)-1-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylethyl]-2- oxo-3-(phenylmethyl)-3-azetidinyl]-2-nitro-

Base Information

Chemical Name:Benzenesulfonamide, N-[(3R)-1-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylethyl]-2- oxo-3-(phenylmethyl)-3-azetidinyl]-2-nitro-
CAS No.:923579-20-8
Molecular Formula:C25H35N3O6SSi
Molecular Weight:533.721
Hs Code.:

Benzenesulfonamide,
N-[(3R)-1-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylethyl]-2-
oxo-3-(phenylmethyl)-3-azetidinyl]-2-nitro-

Synonyms:

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Chemical Property of Benzenesulfonamide, N-[(3R)-1-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylethyl]-2- oxo-3-(phenylmethyl)-3-azetidinyl]-2-nitro-

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MSDS Files:: SDS file from LookChem

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Technology Process of Benzenesulfonamide, N-[(3R)-1-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylethyl]-2- oxo-3-(phenylmethyl)-3-azetidinyl]-2-nitro-

There total 6 articles about Benzenesulfonamide, N-[(3R)-1-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylethyl]-2- oxo-3-(phenylmethyl)-3-azetidinyl]-2-nitro- 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: 92.0%

: 923579-14-0
methyl (R)-2-benzyl-3-[(S)-2-(tert-butyldimethylsilyloxy)-1-methyl-ethylamino]-2-(2-nitrobenzenesulfonylamino)-propanoate

: 923579-20-8
(3R)-3-benzyl-1-[(1S)-2-(tert-butyldimethylsilyloxy)-1-methylethyl]-3-(2-nitrobenzenesulfonylamino)-azetidin-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 12h;
DOI:10.1021/ol0626241

Reference yield:

: 923578-94-3
methyl (R)-2-amino-2-benzyl-3-hydroxypropanoate

: 923579-20-8
(3R)-3-benzyl-1-[(1S)-2-(tert-butyldimethylsilyloxy)-1-methylethyl]-3-(2-nitrobenzenesulfonylamino)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / KHCO₃ / acetonitrile / 16 h / Heating

2: 66 percent / acetonitrile / 20 h / 20 °C

3: 92 percent / LiHMDS / tetrahydrofuran / 12 h / 0 °C

With potassium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ol0626241

Reference yield:

: (2S,4R)-4-benzyl-2-(tert-butyl)-3-formyl-4-methoxycarbonyl-1,3-oxazolidine

: 923579-20-8
(3R)-3-benzyl-1-[(1S)-2-(tert-butyldimethylsilyloxy)-1-methylethyl]-3-(2-nitrobenzenesulfonylamino)-azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / HCl / methanol; H₂O / 7 h / Heating

2: 89 percent / KHCO₃ / acetonitrile / 16 h / Heating

3: 66 percent / acetonitrile / 20 h / 20 °C

4: 92 percent / LiHMDS / tetrahydrofuran / 12 h / 0 °C

With hydrogenchloride; potassium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/ol0626241