422319-48-0

Basic information

• Product Name: C₅₃H₄₃N₅O₈Se
• Synonyms: C₅₃H₄₃N₅O₈Se
• CAS NO: 422319-48-0
• Molecular Weight: 956.913
• Mol File: 422319-48-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₅₃H₄₃N₅O₈Se(CAS DataBase Reference)
• NIST Chemistry Reference: C₅₃H₄₃N₅O₈Se(422319-48-0)
• EPA Substance Registry System: C₅₃H₄₃N₅O₈Se(422319-48-0)

Safety Data

• Hazardous Substances Data: 422319-48-0(Hazardous Substances Data)

Upstream product

• 316828-33-8 methyl (αR,2S)-2,3-dihydro-2-methyl-3-oxo-1-[(phenylmethoxy)carbonyl]-α-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1H-imidazo(1,2-a)indole-9-propanoate 
• 316828-31-6 N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester 
• 316828-30-5 N_α-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester 
• 118-92-3 anthranilic acid 
• 14907-27-8 (R)-(+)-tryptophan methyl ester hydrochloride 
• 1142-20-7 N-Cbz-Ala 
• 422319-46-8 C₅₃H₄₅N₅O₉Se 
• 422319-39-9 methyl (2S,9R,9aS,αR)-9-hydroxy-α-[[(2,2,2-trichloroethoxy)carbonyl]amino]-2-methyl-3-oxo-1-[(phenylmethoxy)carbonyl]-2,3,9,9a-tetrahydro-1H-imidazo(1,2-a)indole-9-propanoate 
• 422319-45-7 C₂₉H₂₆N₄O₆ 
• 316828-45-2 methyl (αR,2S,9R)-2,3,9,9a-tetrahydro-9-hydroxy-9a-methoxy-2-methyl-3-oxo-1-[(phenylmethoxy)carbonyl]-α-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1H-imidazo(1,2-a)indole-9-propanoate 
• 316828-35-0 N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-2-iodo-D-tryptophan methyl ester 
• 316828-47-4 C₂₅H₂₂Cl₃N₃O₇ 
• 312746-41-1 N-(9-fluorenylmethoxycarbonyl)-L-β-phenylselenocysteine 
• 316828-59-8 3-(2,3-dihydro-1H-indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid methyl ester 

Downstream Products

• 422319-40-2 17,18-bis-epi-N-19-benzyloxycarbonyl-dehydrofumiquinazoline A/B 
• 422319-41-3 C₃₂H₂₇N₅O₆ 

Relevant articles and documents

Total synthesis of (-)-fumiquinazolines A, B, C, E, H, and I. Approaches to the synthesis of fiscalin A

The first syntheses of (-)-fumiquinazolines A, B, and I, which proceed in 14 steps from protected tryptophan, anthranilic acid, leucine, and alanine in 7% overall yield, are described. Tricycle 30 was formed by a palladium-catalyzed cyclization. Oxidation of 30a with saccharine-derived oxaziridine 21 for fumiquinazolines A and B and oxidation of 30b with dimethyldioxirane for fumiquinazoline I selectively formed the appropriate imidazoindolone stereoisomers. Application of the Ganesan-Mazurkiewicz cyclization completed the syntheses. Efficient 14-step syntheses of (-)-fumiquinazolines C (7) and E (3) and a 15-step synthesis of (-)-fumiquinazoline H (8) using FmocNHCH(CH2SePh)CO2H as a dehydroalanine precursor that spontaneously eliminated benzeneselenol without oxidation under the cyclization conditions are also reported. Model 86 for fiscalins A with the H and OH anti to each other has been prepared, but the procedure that worked for the model failed with the fully functionalized side chain.