(2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester

Base Information

Chemical Name:(2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester
CAS No.:156662-49-6
Molecular Formula:C₂₄H₂₂N₄O₁₃S
Molecular Weight:606.524
Hs Code.:

(2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester

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Chemical Property of (2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester

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Technology Process of (2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester

There total 4 articles about (2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester 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:

: 1026269-90-8
(2R,3S)-2-[(2S,3S)-2-Formyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-3-hydroxy-butyric acid 4-nitro-benzyl ester

: 156662-49-6
(2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium borohydride, boron trifluoride etherate / tetrahydrofuran / 1 h / 0 °C

2: pyridine / 6 h / -15 °C

With pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran;
DOI:10.1016/S0957-4166(00)86216-3

Reference yield:

: 156767-52-1
(3S,4R)-1-<(R)-1-<<(p-nitrobenzyl)oxy>carbonyl>-(S)-2-hydroxypropyl>-3-(4-nitrophthalimido)-4-styrylazetidin-2-one

: 156662-49-6
(2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) ozone, 2.) dimethyl sulfide / 1.) CH₂Cl₂, MeOH, -50 deg C, 2.) CH₂Cl₂, MeOH, from -50 deg C to RT

2: sodium borohydride, boron trifluoride etherate / tetrahydrofuran / 1 h / 0 °C

3: pyridine / 6 h / -15 °C

With pyridine; sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; ozone; In tetrahydrofuran;
DOI:10.1016/S0957-4166(00)86216-3

Reference yield:

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 156662-49-6
(2R,3S)-3-Hydroxy-2-[(2S,3S)-2-methanesulfonyloxymethyl-3-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-oxo-azetidin-1-yl]-butyric acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / dimethylformamide / 2 h / Ambient temperature

2: 1.) ozone, 2.) dimethyl sulfide / 1.) CH₂Cl₂, MeOH, -50 deg C, 2.) CH₂Cl₂, MeOH, from -50 deg C to RT

3: sodium borohydride, boron trifluoride etherate / tetrahydrofuran / 1 h / 0 °C

4: pyridine / 6 h / -15 °C

With pyridine; sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; potassium carbonate; ozone; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86216-3