174023-92-8

Basic information

• Product Name: D-dibenzylaminophenylglycinal
• Synonyms: D-dibenzylaminophenylglycinal
• CAS NO: 174023-92-8
• Molecular Weight: 315.415
• Mol File: 174023-92-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: D-dibenzylaminophenylglycinal(CAS DataBase Reference)
• NIST Chemistry Reference: D-dibenzylaminophenylglycinal(174023-92-8)
• EPA Substance Registry System: D-dibenzylaminophenylglycinal(174023-92-8)

Safety Data

• Hazardous Substances Data: 174023-92-8(Hazardous Substances Data)

Upstream product

• 103-49-1 dibenzylamine 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 100-39-0 benzyl bromide 
• 875-74-1 (R)-phenylglycine 
• 56613-80-0 D-2-phenylglycinol 
• 193476-02-7 (+)-(2R)-2-[bis(phenylmethyl)amino]-2-phenylethanol 

Downstream Products

• 193476-02-7 (+)-(2R)-2-[bis(phenylmethyl)amino]-2-phenylethanol 
• 180067-87-2 (1R,2R)-1-amino-1-phenyl-2-butanol 
• 267884-82-2 (1S,4S)-N,N-(dibenzyl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine 
• 267884-77-5 (1S,R,4S)-N,N-(dibenzyl)-4-amino-1-(3,4-dichlorophenyl)-4-phenyl-1-butanol 
• 267884-84-4 cis-(1S,4S)-N-(tert-butoxycarbonyl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine 
• 267884-85-5 cis-(1S,4S)-N-(tert-butoxycarbonyl)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine 
• 267884-80-0 (4S)-methyl-N,N-(dibenzyl)-4-amino-4-phenylbutanoate 
• 267884-81-1 (4S)-N,N-(dibenzyl)-4-amino-4-phenyl-1-butanol 
• 87857-41-8 norsertraline 
• 79617-96-2 Sertraline 
• 340179-62-6 (2R,3R)-3-(dibenzylamino)-2-hydroxy-3-phenylpropanoic acid 
• 340179-55-7 (2S,3R)-3-(dibenzylamino)-2-hydroxy-3-phenylpropanoic acid 
• 7309-54-8 (2R,3R)-3-amino-2-hydroxy-3-phenylpropanoic acid 
• 62075-28-9 (2S,3R)-3-amino-3-phenyl-2-hydroxypropionic acid 

Relevant articles and documents

Iridium-catalyzed asymmetric allylic substitutions with bulky amines/oxidative double bond cleavage - Entry into the reetz synthesis of amino alcohols

Branched allylic amines were prepared by Ir-catalyzed enantioselective allylic aminations with the bulky N-nucleophiles HN(Boc)2 and HNBn2. The products were transformed into N-protected amino aldehydes, which were either reduced or coupled diastereoselectively with organometallic compounds to give vicinal amino alcohols. A formal synthesis of the neurokinin receptor antagonist (+)-L-733060 was carried out as an application. Ir-catalyzed enantioselective allylic aminations with bulky N-nucleophiles HN(Boc)2 and HNBn2 gave N-protected allylic amines, which were transformed into N-protected chiral amino aldehydes. These are useful chiral building blocks as previously demonstrated by Reetz et al. A formal synthesis of the neurokinin receptor antagonist (+)-L-733060 was carried out as an application.

An expedient total synthesis of cis-(+)-sertraline from D-phenylglycine

An efficient and practical total synthesis of cis-(+)-Sertraline is developed involving intramolecular Friedel-Crafts cyclization of an appropriately tailored D-phenylglycine. (C) 2000 Elsevier Science Ltd.