C₁₇H₂₃NO₂

Base Information

• Chemical Name: C₁₇H₂₃NO₂
• CAS No.: 1158445-88-5
• Molecular Formula: C₁₇H₂₃NO₂
• Molecular Weight: 273.375
• Mol file: 1158445-88-5.mol

Synonyms:C₁₇H₂₃NO₂

Chemical Property of C₁₇H₂₃NO₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of C₁₇H₂₃NO₂

There total 3 articles about C₁₇H₂₃NO₂ 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: 64.0%

CF3O3S(1-)*C17H24NO2(1+) (1158445-86-3) → C17H23NO2 (1158445-88-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 - 20 ℃; for 3h; enantioselective reaction;

DOI:10.1055/s-0028-1087939

Reference yield: 18.0%

ethyl 1-((S)-1-phenylethyl)azetidine-2-carboxylate (459426-36-9) + allyl bromide (106-95-6) → C17H23NO2 (1158445-88-5) + (2S,1'S)-ethyl 2-allyl-1-(1'-phenylethyl)azetidine-2-carboxylate

Guidance literature:

ethyl 1-((S)-1-phenylethyl)azetidine-2-carboxylate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c8ob01395k

Reference yield:

ethyl 2,4-dibromobutyrate (36847-51-5) → C17H23NO2 (1158445-88-5) + (2S,1'S)-ethyl 2-allyl-1-(1'-phenylethyl)azetidine-2-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / acetonitrile / 12 h / Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

With sodium hydrogencarbonate; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;

DOI:10.1039/c8ob01395k

upstream raw materials:

CF₃O₃S^(1-)*C₁₇H₂₄NO₂⁽¹⁺⁾

ethyl 1-((S)-1-phenylethyl)azetidine-2-carboxylate

allyl bromide

ethyl 2,4-dibromobutyrate

Refernces

• 1、 Drouillat, Bruno,Couty, Fran?ois,Marrot, Jérome. "Chirality transfer in azetidinium ylides: An enantioselective route to α-quaternary azetidines". experimental part. p. 767 - 770. Retrieved 2009/07/18.