(2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

Base Information

Chemical Name:(2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile
CAS No.:1393809-89-6
Molecular Formula:C₃₃H₂₉BrN₂O
Molecular Weight:549.51
Hs Code.:

Synonyms:(2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

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Chemical Property of (2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

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Technology Process of (2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

There total 4 articles about (2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile 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:

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

: 1393809-89-6
(2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

: 1393809-90-9
(2S,3S,4R)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -50 ℃; for 1.25h; Overall yield = 86 %; 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

: 1393809-89-6
(2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 20 °C

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

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

With pyridine; thionyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo300974j

Reference yield:

: 1393809-81-8
2-(allyl((1S,2R)-1-(4-bromophenyl)-1-hydroxy-3-(trityloxy)propan-2-yl)amino)acetonitrile

: 1393809-89-6
(2S,3S,4S)-1-allyl-3-(4-bromophenyl)-2-((trityloxy)methyl)azetidine-4-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

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

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

With pyridine; thionyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo300974j