71922-59-3

Upstream product

• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 7689-50-1 N-benzyl glycine hydrochloride 
• 501-53-1 benzyl chloroformate 
• 86255-83-6 N-Benzyl-N-carbobenzoxyglycine ethyl ester 

Downstream Products

• 86269-26-3 Acetic acid 2-[(2R,3S)-3-(benzyl-benzyloxycarbonyl-amino)-1-(2,4-dimethoxy-benzyl)-4-oxo-azetidin-2-yl]-2-methyl-propyl ester 
• 1048332-95-1 cis-(3R,4S)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-(prop-1-enyl)azetidin-2-one 
• 1048332-69-9 cis-(3R,4S)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-isobutylazetidin-2-one 
• 745074-70-8 trans-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-pentylazetidin-2-one 
• 1048332-77-9 cis-(3R,4S)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-(2-phenylethyl)azetidin-2-one 

Relevant academic research and scientific papers

Synthesis of β-Substituted γ-Aminobutyric Acid Derivatives through Enantioselective Photoredox Catalysis

β-Substituted chiral γ-aminobutyric acids feature important biological activities and are valuable intermediates for the synthesis of pharmaceuticals. Herein, an efficient catalytic enantioselective approach for the synthesis of β-substituted γ-aminobutyr

Prenyl transferase inhibitors

A family of imidazole compounds useful for inhibiting the activity of prenyl transferases. The compounds are covered by the following formula: wherein X is (CHR11)n3(CH2)n4Z(CH2)n5 where Z is O, N(R12), S, or a bond; Y is CO, CH2, CS, or a bond; R1 is or N(R24R23); and the remaining substituents are as defined in the disclosure.

Alkylation of chiral 2-(aminomethyl)oxazolines

Chiral 2-(aminomethyl)oxazolines 3 and 7, in wich the heterocycle is derived from (R)-phenylglycinol, are synthesized and studied in alkylation reactions involving strong base and alkyl halides.The tertiary amine derivative 3 is alkylated efficiently at the α-carbon centre with no stereochemical induction, while the tertiary carbamate 7 is alkylated in moderate yield and reasonable diastereomeric excess.The stereochemical control observed in the latter case can be explained by the preferred formation of an E-enolate during the deprotonation step by prior complexation of the carbaamate carbonyl group to the base.

STEREOSPECIFIC AND NON-HAZARDOUS SYNTHESIS OF CIS AND TRANS-3-PHENOXYACETAMIDO-4-(2-ACETOXY-1,1-DIMETHYLETHYL)-AZETIDIN-2-ONES KEY INTERMEDIATES FOR THE SYNTHESIS OF 6-AMIDO-1,1-DIMETHYL-CARBAPEN-2-EMS

The title compounds have been prepared by a four-step sequence from 3-acetoxy-2,2-dimethyl-1-propanal and a novel non-hazardous and stereospecific route to cis-3-amido-azetidin-2-ones by the use of N-benzyl-2-carbobenzoxyglycine is described.