127001-34-7

Basic information

• Product Name: N-Benzylidene<(R)-(-)-α-methylbenzyl>amine N-oxide
• Synonyms: N-Benzylidene<(R)-(-)-α-methylbenzyl>amine N-oxide
• CAS NO: 127001-34-7
• Molecular Weight: 225.29
• Mol File: 127001-34-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-Benzylidene<(R)-(-)-α-methylbenzyl>amine N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzylidene<(R)-(-)-α-methylbenzyl>amine N-oxide(127001-34-7)
• EPA Substance Registry System: N-Benzylidene<(R)-(-)-α-methylbenzyl>amine N-oxide(127001-34-7)

Safety Data

• Hazardous Substances Data: 127001-34-7(Hazardous Substances Data)

Upstream product

• 56941-77-6 (R)-1-phenylethyl(benzylidene)amine 
• 184840-85-5 tert-Butyl (3S,αR)-(E)-3-[N-benzyl-N-(α-methylbenzyl)amino]hex-4-enoate 
• 38235-77-7 (R)-N-benzyl-1-phenylethylamine 
• 118743-81-0 (R)-(+)-α-methylbenzylhydroxylamine oxalate 
• 100-52-7 benzaldehyde 
• 184840-87-7 (3S,4E)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}hex-4-en-1-ol 

Downstream Products

• 135383-50-5 N-<(R)-α-Methylbenzyl>-3'-phenylspiro<1,5-dihydro-2,4-benzodioxepine-3,5'-isoxazolidine> 
• 135383-44-7 5-Chloro-3-phenyl-2-((R)-1-phenyl-ethyl)-isoxazolidine-5-carbonitrile 
• 7309-53-7 threo-3-phenylisoserine 
• 7309-55-9 (2S,3S)-N-benzoyl-3-phenylisoserine 
• 144541-45-7 methyl (2S,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 158830-39-8 methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate 
• 614-19-7 (R)-3-phenyl-3-aminopropionic acid 
• 614-19-7 (S)-3-amino-3-phenylpropanoic acid 
• 112545-23-0 N-(R)-α-Methylbenzyl-(S)-3-phenylisoxazolidin-5-one 
• 135383-29-8 N-(R)-α-Methylbenzyl-3-phenylisoxazolidine-5-ol 
• 112545-23-0 N-(R)-α-Methylbenzyl-3-phenylisoxazolidin-5-one 
• 195196-15-7 (3S,4S)-4-hydroxy-3-phenyl-N-(1-phenylethyl)isoxazolidinone 
• 59937-41-6 (2S,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-3-phenyl-propionic acid 
• 195196-19-1 C₄₁H₆₁NO₄Si₂ 

Relevant articles and documents

Catalytic oxidation of imines based on methyltrioxorhenium/urea hydrogen peroxide: A mild and easy chemo- and regioselective entry to nitrones

The first successful catalytic oxidation procedure for the chemoselective conversion of imines to nitrones is reported. The reaction is general, high yielding, and user and environmentally friendly, and furnishes a solution to the yet unanswered issue of

Asymmetric synthesis of (R)-hexane-1,5-diol, (R)-hex-3-ene-1,5-diol and (R)-6-methylhept-5-en-2-ol (sulcatol) employing a tandem asymmetric conjugate addition and stereospecific Meisenheimer rearrangement protocol

Highly stereoselective conjugate addition of lithium (R)-N-methyl-(α-methylbenzyl)amide to tert-butyl (E,E)-hexa-2,4-dienoate, followed by reduction of the ester to the corresponding alcohol, affords a substrate which undergoes, upon oxidation, a stereospecific Meisenheimer rearrangement to give a single diastereomer of the corresponding trialkylhydroxylamine. The analogous N-benzyl adduct gives lower yields in the oxidation-rearrangement reaction. If the ester is not reduced to the alcohol, N-oxidation leads to Cope elimination, not Meisenheimer rearrangement. Cleavage of the N-O bond gives (R)-hex-3-ene-1,5-diol, and hydrogenation of the double bond affords (R)-hexane-1,5-diol in high ee. This methodology has been applied to the synthesis of the insect pheromone (R)-6-methylhept-5-en-2-ol (sulcatol) from tert-butyl (E,E)-hexa-2,4-dienoate, via a sequence involving conjugate addition of the lithium amide, Grignard addition to the ester, Meisenheimer rearrangement, hydrogenation of the double bond, dehydration of the tertiary alcohol and finally N-O bond cleavage.