106760-65-0

Usage

Uses

Used in Organic Synthesis:
(1R)-2-N<(S)-1-phenylethyl>amino-1-phenylethanol is used as a building block in organic synthesis for the creation of complex organic molecules. Its unique structure and functional groups allow for a wide range of chemical reactions, facilitating the synthesis of various compounds.
Used in Medicinal Chemistry:
In medicinal chemistry, (1R)-2-N<(S)-1-phenylethyl>amino-1-phenylethanol is used as a key intermediate in the development of pharmaceuticals. Its stereochemistry plays a crucial role in determining the biological activity and pharmacological properties of the resulting drugs, making it an essential component in the design of new medications.
Used in Drug Design and Development:
(1R)-2-N<(S)-1-phenylethyl>amino-1-phenylethanol is utilized in drug design and development due to its potential to influence the efficacy and selectivity of drug candidates. Its unique structure and stereochemistry allow for the fine-tuning of drug-target interactions, potentially leading to the discovery of more effective and safer therapeutic agents.
Used in Pharmaceutical Industry:
(1R)-2-N<(S)-1-phenylethyl>amino-1-phenylethanol is used as a chiral compound in the pharmaceutical industry for the synthesis of enantiomerically pure drugs. (1R)-2-N<(S)-1-phenylethyl>amino-1-phenylethanol's stereochemistry is critical in ensuring the desired biological activity and minimizing potential side effects, making it a valuable asset in the development of new pharmaceuticals.

Upstream product

• 20780-53-4 (R)-Styrene oxide 
• 121443-77-4 N-<(S)-1-phenylethyl>(trimethylsilyl)amine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 78146-52-8 phenylglyoxal monohydrate 
• 1262406-40-5 2-{1'-[(1'S)-1'-phenylethyl]imino}phenylethanone 
• 110811-24-0 O-acetyl N-(S)-(1phenylethyl)-(R)-mandelamide 
• 40434-87-5 (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate 
• 611-71-2 (R)-Mandelic Acid 
• 51019-43-3 (R)-(-)-O-acetylmandelic acid 
• 49845-69-4 (R)-O-acetylmandeloyl chloride 
• 17329-20-3 (S)-1-isocyano-1-phenylethane 
• 100-52-7 benzaldehyde 

Downstream Products

• 1447034-61-8 (S)-2-phenyl-1-((S)-1-phenylethyl)aziridine 

Relevant academic research and scientific papers

Optically active N-1-phenylethyl derivatives of (1R)-2-amino-1-phenylethanol as chiral auxiliaries in the enantioselective addition of diethylzinc to arylaldehydes

The aminoalcohols (1R)-2-N[(R)-1-phenylethyl]amino-1-phenylethanol, (1R)-2-N[(S)-1-phenylethyl]amino-1-phenylethanol, and (1R)-2-N-methyl-N[(R)-1-phenylethyl]amino-1-phenylethanol, synthesized by simple procedures, have been used as chiral catalysts in the enantioselective addition of diethylzinc to arylaldehydes, obtaining optically active 1-arylpropanols in good chemical yields (47 to 95%) and e.e.s. up to 88%.

One-pot synthesis of N-substituted β-amino alcohols from aldehydes and isocyanides

A practical two-stage one-pot synthesis of N-substituted β-amino alcohols using aldehydes and isocyanides as starting materials has been developed. This method features mild reaction conditions, broad scope, and general tolerance of functional groups. Based on a less common central carbon-carbon bond disconnection, this protocol complements traditional approaches that involve amines and various carbon electrophiles (epoxides, α-halo ketones, β-halohydrins). Medicinally relevant products can be prepared in a concise and efficient way from simple building blocks, as demonstrated in the synthesis of the antiasthma drug salbutamol. Upgrading the synthesis to an enantioselective variant is also feasible.

The Preparation and Absolute Configuration of the Optically Active Forms of the Diastereoisomers of 2-(1-Phenylethyl)amino-1-phenylethanol and Their Use as Chiral Auxiliaries in the Asymmetric Reduction of Acetophenone with Modified Lithium Aluminium Hydrides

(1S,2S)-(-)-2-(1-Phenylethyl)amino-1-phenylethanol (4b) (α-form) and the (1S,2R)-(+)-diastereoisomer (4f) (β-form) were prepared by lithium aluminium hydride reduction of the optically active amides derived from the appropriate mandelic acids and 1-phenylethylamines.The preparative methods give the absolute stereochemistry.The aminoethanols (4) were used along with the lower alcohols to prepare chirally modified lithium aluminium hydrides which were in turn used to reduce acetophenone.The optical yields varied, giving at best, under low temperature conditions and use of a 25 percent optical yield.

ALKYLATION OF N-TRIMETHYLSILYLATED PRIMARY AMINES WITH ARYLETHYLENE OXIDES. AN EFFICIENT SYNTHESIS OF 1-PHENETHANOLAMINES.

Reaction of unhindered N-trimethylsilylated primary amines with styrene oxide derivatives provides good yields of 1-phenethanolamines after acidic hydrolysis during work-up.This methodology results in much better conversions and higher yields when compare