1175950-31-8

Basic information

• Product Name: C₁₃H₁₆N₂O₂
• Synonyms: C₁₃H₁₆N₂O₂
• CAS NO: 1175950-31-8
• Molecular Weight: 232.282
• Mol File: 1175950-31-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₁₃H₁₆N₂O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₃H₁₆N₂O₂(1175950-31-8)
• EPA Substance Registry System: C₁₃H₁₆N₂O₂(1175950-31-8)

Safety Data

• Hazardous Substances Data: 1175950-31-8(Hazardous Substances Data)

Upstream product

• 2650-64-8 Cbz-L-Gln 
• 22785-43-9 (S)-benzyl (2,6-dioxopiperidin-3-yl)carbamate 
• 151367-92-9 L-tert-butyl N-[2,6-dioxohexahydro-3-pyridinyl] Carbamate 
• 13726-85-7 Boc-Gln-OH 
• 1341218-06-1 tert-butyl (S)-2,6-dioxo-1-phenethylpiperidin-3-ylcarbamate 
• 23632-67-9 (S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid 
• 121426-39-9 methyl (4S)-5-oxo-4-[[(phenylmethoxy)carbonyl]amino]-5-[(2-phenylethyl)amino]pentanoate 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 56-86-0 L-glutamic acid 
• 1304774-08-0 (4S)-5-oxo-4-[[(phenylmethoxy)carbonyl]amino]-5-[(2-phenylethyl)amino]pentanoic acid 
• 1304774-09-1 phenylmethyl (3S)-[2,6-dioxo-1-(2-phenylethyl)-3-piperidinyl]carbamate 

Downstream Products

• 492-87-5 N-[(3S)-2,6-dioxo-1-(2-phenylethyl)-3-piperidinyl]-(2S)-2-methylbutanamide 
• 51870-97-4 (S)-N-(2,6-dioxo-1-phenethylpiperidin-3-yl)isobutyramide 
• 1000974-41-3 (S)-N-(2,6-dioxo-1-phenethylpiperidin-3-yl)propionamide 
• 1356018-32-0 (S)-tert-butyl 2-((2-(tert-butylamino)-2-oxoethyl) (2,6-dioxo-1-phenethylpiperidin-3-yl)amino)-2-oxoethylcarbamate 
• 1356018-26-2 benzyl 4-(2-((S)-N-((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)-2-methylbutanamido)acetamido)butanoate 
• 1356018-34-2 tert-butyl (S)-1-((2-(tert-butylamino)-2-oxoethyl) ((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)amino)-3-methyl-1-oxobutan-2-ylcarbamate 
• 1356018-37-5 tert-butyl (2S,3S)-1-((2-(tert-butylamino)-2-oxoethyl) ((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)amino)-3-methyl-1-oxopentan-2-ylcarbamate 
• 1356018-35-3 tert-butyl (S)-1-((2-(tert-butylamino)-2-oxoethyl) ((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)amino)-4-methyl-1-oxopentan-2-ylcarbamate 
• 1356018-31-9 (S)-N-(2-(tert-butylamino)-2-oxoethyl)-N-((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)-2-methylbutanamide 
• 1356018-33-1 tert-butyl (S)-1-((2-(tert-butylamino)-2-oxoethyl) ((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)amino)-1-oxopropan-2-ylcarbamate 
• 1356018-36-4 tert-butyl (S)-1-((2-(tert-butylamino)-2-oxoethyl) ((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)amino)-1-oxo-3-phenylpropan-2-ylcarbamate 
• 1356018-27-3 4-(2-((S)-N-((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)-2-methylbutanamido)acetamido)butanoic acid 
• 1356018-29-5 (S)-N-((S)-2,6-dioxo-1-phenethylpiperidin-3-yl)-2-methyl-N-(2-oxo-2-(4-oxo-4-(pyren-1-ylmethylamino)butylamino)ethyl)butanamide 

Relevant articles and documents

Synthesis of (-)-julocrotine and a diversity oriented Ugi-approach to analogues and probes

An improved total synthesis of (-)-julocrotine in three steps from Cbz-glutamine, in 51% overall yield, is presented. To demonstrate the potential of the heterocyclic moiety for diversity oriented synthesis, a series of (-)-julocrotine analogues was synthesized by employing the heterocyclic precursor as an amino input in Ugi four-component reactions (Ugi-4CR) [1].

Synthesis of N -[(3 S)-2,6-dioxo-1-(2-phenylethyl)-3-piperidinyl]-(2 S)-2-methylbutanamide (( - )-julocrotine)

The total synthesis of ( - )-julocrotine (1) starting from l-glutamic acid in 41% overall yield is described. The methodology utilizes protection, deprotection, and regioselection (carbonyl differentiation via oxazolidinone) protocols, and glutarimide ring formation is the key step.