173313-23-0

Basic information

• Product Name: (R)-(+)-4-phenyl-1,5-diazabicyclo<3.3.1>octan-2-one
• CAS NO: 173313-23-0
• Molecular Weight: 202.256
• Mol File: 173313-23-0.mol

Chemical Properties

• CAS DataBase Reference: (R)-(+)-4-phenyl-1,5-diazabicyclo<3.3.1>octan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-4-phenyl-1,5-diazabicyclo<3.3.1>octan-2-one(173313-23-0)
• EPA Substance Registry System: (R)-(+)-4-phenyl-1,5-diazabicyclo<3.3.1>octan-2-one(173313-23-0)

Safety Data

• Hazardous Substances Data: 173313-23-0(Hazardous Substances Data)

Upstream product

• 504-70-1 pyrazolidine 
• 163460-82-0 tert-butyl (E)-[(R)-p-tolylsulfinyl]cinnamate 
• 163460-81-9 tert-butyl (E)-[(S)-p-tolylsulfinyl]cinnamate 
• 400782-30-1 t-butyl (-)-3-hydroxy-3-phenyl-2-<(S)-p-tolylsulfinyl>propionate 
• 400782-36-7 t-butyl (+)-3-hydroxy-3-phenyl-2-<(R)-p-tolylsulfinyl>propionate 
• 109053-73-8 (3aS,6R,7aR)-8,8-dimethyl-1-[(2E)-3-phenylprop-2-enoyl]hexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 88931-11-7 (S)-(-)-4-phenyl-1,5-diazacyclooctan-2-one 
• 173398-07-7 (R)-(+)-4-phenyl-1,5-diazacyclooctan-2-one 
• 173398-08-8 (R)-(-)-5-methyl-4-phenyl-1,5-diazacyclooctan-2-one 
• 32975-62-5 (S)-(+)-5-methyl-4-phenyl-1,5-diazacyclooctan-2-one 
• 82359-84-0 1,4-bis<(S)-(-)-2-oxo-4-phenyl-1,5-diazacyclooctanyl>-butane 
• 20410-93-9 1,1'-(butane-1,4-diyl)bis[hexahydro-5-methyl-4-phenyl-1,5-diazocin-2(1H)-one] 

Relevant articles and documents

Asymmetric synthesis of 4-phenyl-1,5-diazacyclooctan-2-one using optically active vinyl sulfoxides

Both enantiomers of (S)- and (R)-4-phenyl-1,5-diazacyclooctan-2-ones (7) were synthesized stereoselectively with good optical purity by the asymmetric conjugate addition of pyrazolidine to optically active vinyl sulfoxides, t-butyl (E)-2-[(R)- and (S)-p-tolylsulfinyl]cinnamates, respectively. Starting from 7, a synthesis of optically active homaline was achieved.

One step synthesis of optically active diazabicyclo-[3.3.0] octanones or diazabicyclo [4.3.0] nonanones by asymmetric conjugate addition of cyclic hydrazine

Asymmetric conjugate addition-cyclization of lithium amide of 6-membered hydrazine 4, piperidazine, (or 5-membered hydrazine 6, pyrazolidine) to N-(E)-cinnamoyl-(1S)-2,10-camphorsultam (1S)-3 afforded β-amino acid derivative (S)-1 {or (S)-2} for the synthesis of polyamine alkaloids in good yield with good stereoselectivity (up to 86% ee).