benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate

Base Information

• Chemical Name: benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate
• CAS No.: 1172612-83-7
• Molecular Formula: C₂₈H₂₆N₄O₅
• Molecular Weight: 498.538
• Mol file: 1172612-83-7.mol

Synonyms:benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate

Chemical Property of benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate

There total 1 articles about benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate 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: 65.0%

benzyl 3-[1-(N-allylcarbamoyl)cyclopropyl]-2-diazo-3-oxopropanoate (1172612-82-6) + 1-methylindole-3-acetic acid chloride (104819-31-0) → benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate (1172612-83-7)

Guidance literature:

In dichloromethane; for 15h; Molecular sieve; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2009.03.142

Reference yield: 50.0%

benzyl 2-diazo-3-{1-[N-(1-methyl-1H-indol-3-yl)acetyl-N-allylcarbamoyl]cyclopropyl}-3-oxopropanoate (1172612-83-7) → C28H26N2O5 (1172612-90-6) + spiro[endo-1-allyl-9,11a-epoxy-8-methyl-9-phenylmethoxycarbonyl-2,3,8,8a,9,10,11,11a-octahydro-1H-pyrrolo[2,3-d]carbazole-2,10-dione-11,1'-cyclopropane]

Guidance literature:

With dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate] bis(ethylacetate); In α,α,α-trifluorotoluene; at 60 ℃; for 1.08333h; optical yield given as %ee; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.03.142

upstream raw materials:

benzyl 3-[1-(N-allylcarbamoyl)cyclopropyl]-2-diazo-3-oxopropanoate

1-methylindole-3-acetic acid chloride

Downstream raw materials:

C₂₈H₂₆N₂O₅