70811-66-4

Upstream product

• 10137-87-8 N-ethyl-α-methylbenzylamine 
• 36065-27-7 N-α-phenylethylacetamide 
• 74-96-4 ethyl bromide 
• 2627-86-3 (-)-α-methylbenzylamine 
• 36283-44-0 N-acetyl-1-phenylethylamine 
• 64-17-5 ethanol 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 618-36-0 rac-methylbenzylamine 
• 37696-13-2 (R)-N-ethylidene-N-(1-phenylethyl)amine 

Downstream Products

• 117607-17-7 (R)-1-<2-phenyl>ethanone 
• 75263-17-1 Ethyl-[(isopropyl-methyl-phosphanyl)-methyl]-(1-phenyl-ethyl)-amine 
• 75263-23-9 Ethyl-[(methyl-phenyl-phosphanyl)-methyl]-(1-phenyl-ethyl)-amine 
• 117607-25-7 (2R-trans)-1-ethyl-1,2-dihydro-2,4-dimethyl-2-phenyl-3,3(4H)-quinolinedicarbonitrile 
• 117607-24-6 (2R-cis)-1-ethyl-1,2-dihydro-2,4-dimethyl-2-phenyl-3,3(4H)-quinolinedicarbonitrile 
• 117607-23-5 (R)-1-ethyl-1,2-dihydro-2-methyl-2-phenylquinoline-3,3(4H)-dicarbonitrile 
• 117607-15-5 (R)-2-benzaldehyde 

Relevant academic research and scientific papers

Synthesis of Enantioenriched Amines by Iron-Catalysed Amination of Alcohols Employing at Least One Achiral Substrate

The synthesis of a broad range of enantioenriched amines by the direct Fe-catalysed coupling of amines with alcohols through the borrowing hydrogen strategy, while at least one of these substrates is achiral is reported. When starting from α-chiral amines and achiral alcohols, a wide range of enantioenriched amine products, including N-heterocyclic moieties can be obtained with complete retention of stereochemistry and the power of this method is demonstrated in the one-step synthesis of known pharmaceuticals from commercially available, simple enantiopure primary amines and achiral alcohols. It was also found that the use of β-branched enantioenriched primary alcohols and achiral amines as reaction partners leads to a partial loss of stereochemical integrity in the final product, however, a systematic optimization enabled partial retention of enantiopurity and possible parameters effecting for racemization were identified. (Figure presented.).

B(C6F5)3-Catalyzed Deoxygenative Reduction of Amides to Amines with Ammonia Borane

The first B(C6F5)3-catalyzed deoxygenative reduction of amides into the corresponding amines with readily accessible and stable ammonia borane (AB) as a reducing agent under mild reaction conditions is reported. This metal-free protocol provides facile access to a wide range of structurally diverse amine products in good to excellent yields, and various functional groups including those that are reduction-sensitive were well tolerated. This new method is also applicable to chiral amide substrates without erosion of the enantiomeric purity. The role of BF3 ? OEt2 co-catalyst in this reaction is to activate the amide carbonyl group via the in situ formation of an amide-boron adduct. (Figure presented.).

Diastereoselective carbozincation of propargylic amines

The carbometalation of propargylic amines derived from methylbenzylamine takes place with good 1,3-diastereoselection in the presence of Lewis acids.

The N-(2-acetoxyethyl) group as a new photolabile protecting group

The N-(2-acetoxyethyl) group can be cleaved by a photoinduced single electron transfer to 4,4'-dimethoxybenzophenone. (C) 2000 Published by Elsevier Science Ltd.

Saponification agents. 2. Synthesis of arylisocyanates with ethyl lactate and their use in racemic bases saponification

Reaction of the arylisocyanates 2a-c with ethyl (S)-(-)-lactate, followed by careful saponification, afforded the corresponding chiral acids (S)-(-)- 4a-c. The latter were successfully used for the resolution of various racemic bases belonging to both the ephedrine and α-aryl ethylamine series.

Derecemization par protonation enantioselective. Application a un α-aminoacide, la phenylglycine

This work describes the application of deracemization by enantioselective protonation to α-aminoacid derivatives.Esters of phenylglycine are readly converted into Schiff bases.Melanation of the latter by a lithium amide, followed by protonation by a chiral acid, leads to the optically active starting materials (e.e. as high as 70percent).Chiral acids can easily be retrieved after protonation with excellent yields and conservation of enantiomeric purity.A mechanism responsible for the asymmetric induction is suggested by means of a study of the parameters modifying the selectivity, such as the nature of protecting groups, chiral acid, and lithium amide.

Deracemization by enantioselective protonation IV an improved method for the enantiomeric enrichment of α-aminoacids using metalation by means of chiral amides

Optically active α-aminoesters are obtained by metalation of the corresponding Schiff bases by chiral lithium amide followed by protonation by an achiral or a chiral acid. 70 % e.e. can be obtained.