N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

Base Information

Chemical Name:N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide
CAS No.:1393810-04-2
Molecular Formula:C₂₀H₂₂BrN₃O₅S
Molecular Weight:496.382
Hs Code.:

Synonyms:N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

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Chemical Property of N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

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Technology Process of N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

There total 7 articles about N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide 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%

: 1393809-97-6
N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-((trityloxy)methyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

: 1393810-04-2
N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1021/jo300974j

Reference yield:

: 1393809-78-3
2-(allyl((1S,2R)-1-(4-bromophenyl)-1,3-dihydroxypropan-2-yl)amino)acetonitrile

: 1393810-04-2
N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C

2.1: pyridine; thionyl chloride / dichloromethane / 0.42 h / 0 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -50 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4.2: Inert atmosphere

5.1: 2,6-dimethylpyridine / dichloromethane / 3 h / 0 - 20 °C

6.1: trifluoroacetic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; thionyl chloride; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo300974j

Reference yield:

: 1393809-83-0
2-(allyl((1S,2R)-1-(4-bromophenyl)-1-chloro-3-(trityloxy)propan-2-yl)amino)acetonitrile

: 1393810-04-2
N-(((2R,3S,4S)-1-allyl-3-(4-bromophenyl)-4-(hydroxymethyl)azetidin-2-yl)methyl)-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -50 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: 2,6-dimethylpyridine / dichloromethane / 3 h / 0 - 20 °C

4.1: trifluoroacetic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; diisobutylaluminium hydride; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo300974j