138206-92-5

Basic information

• Product Name: dibenzyl N-(1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl)-N,N'-hydrazinedicarboxylate
• Synonyms: dibenzyl N-(1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl)-N,N'-hydrazinedicarboxylate
• CAS NO: 138206-92-5
• Molecular Weight: 444.487
• Mol File: 138206-92-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: dibenzyl N-(1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl)-N,N'-hydrazinedicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dibenzyl N-(1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl)-N,N'-hydrazinedicarboxylate(138206-92-5)
• EPA Substance Registry System: dibenzyl N-(1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl)-N,N'-hydrazinedicarboxylate(138206-92-5)

Safety Data

• Hazardous Substances Data: 138206-92-5(Hazardous Substances Data)

Upstream product

• 2449-05-0 dibenzyl azodicarboxylate 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 38858-72-9 1-trimethylsiloxy-3,4-dihydronaphthalene 
• 2449-05-0 dibenzyl azodicarboxylate 

Downstream Products

• 1743-07-3 2-Hydrazinotetralin 
• 2954-50-9 2-aminotetralin 
• 1743-01-7 JGC 127 hydrochloride 
• 138408-15-8 dibenzyl 1-<(1RS,2RS)-1,2,3,4-tetrahydro-1-hydroxy-2-naphthyl>1,2-hydrazinedicarboxylate 
• 138206-94-7 dibenzyl 1-<(1RS,2SR)-1,2,3,4-tetrahydro-1-hydroxy-2-naphthyl>-1,2-hydrazinedicarboxylate 
• 138206-94-7 C₂₆H₂₆N₂O₅ 
• 138206-89-0 benzyl (3aRS,9bSR)-N-(2,3,3a,4,5,9b-hexahydro-2-oxonaphth<2.1-d>oxazol-3-yl)carbamate 

Relevant articles and documents

Silver-catalyzed asymmetric amination of silyl enol ethers

Catalytic amination of silyl enol ethers with azo diester compounds was investigated. It was shown that Cu(OTf)2 or AgOTf had high catalytic activity and that AgOTf was the most efficient among the catalysts tested in the reactions. In asymmetr

Synthesis of Amines and Amino Alcohols by Electrophilic Amination and Highly Stereoselective Reduction

A practical and selective method for the synthesis of the β-arylamines 5 and the cis- or trans-amino alcohols 8 and 11 is reported.The reaction sequence starts from α-tetralones 1 which readily react with dibenzyl azodicarboxylate to afford the protected α-hydrazino ketones 2.Then, depending on the reduction conditions, the trans-hydrazino alcohols 10 or the cis isomers 7 are formed predominantly.The stereoselectivities which range between 18:1 and 1:67 (trans/cis) are explained by stereoelectronic effects (?,?* interactions) and steric hindrance.Depending on the workup procedure, we can control, whether the cis-hydrazino alcohols 7 or the oxazolidinone derivatives 3 are isolated.Subsequent hydrogenolyses of 4, 7 and 10 lead to the target molecules 5, 8 and 11, respectively. Key Words: Electrophilic amination / Dibenzyl azodicarboxylate / Stereoselective reduction