2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid

Base Information

• Chemical Name: 2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid
• CAS No.: 289036-41-5
• Molecular Formula: C₁₈H₂₂N₂O₅S
• Molecular Weight: 378.449
• Mol file: 289036-41-5.mol

Synonyms:2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid

Chemical Property of 2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid

There total 1 articles about 2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid 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:

{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-acetic acid allyl ester → 2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid (289036-41-5)

Guidance literature:

{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-acetic acid allyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.416667h;

With chloro-trimethyl-silane; In tetrahydrofuran; for 4h; Further stages.; Heating;

DOI:10.1021/jo991932s

Reference yield:

2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid (289036-41-5) → (2R*/2S*,8R*)-4-nitrobenzyl 1,7-diaza-10-oxo-7-(4-toluenesulfonyl)bicyclo[6.2.0]dec-4-ene-2-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; Bu₄I / dimethylformamide / 12 h

2: 86 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / 12 h

With Grubbs catalyst first generation; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Cyclization;

DOI:10.1021/jo991932s

Reference yield:

1-bromomethyl-4-nitro-benzene (100-11-8) + 2-{2-[allyl-(toluene-4-sulfonyl)-amino]-4-oxo-azetidin-1-yl}-pent-4-enoic acid (289036-41-5) → (2R*/2S*)-4-nitrobenzyl-2-{(4R*)-2-oxo-4-[N-(2-propenyl)-4-toluenesulfonamido]-1-azetidinyl}-4-pentenoate

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 12h;

DOI:10.1021/jo991932s