668475-45-4

Upstream product

• 146398-02-9 tert-butyl (S)-3-benzyloxycarbonylamino-4-hydroxybutyrate 
• 169498-46-8 3-benzyloxycarbonylamino-4-methanesulfonyloxy-butyric acid tert-butyl ester 
• 41446-22-4 (S)-3-Benzyloxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid tert-butyl ester 
• 5545-52-8 Z-D(tBu)-OH 

Downstream Products

• 1258740-17-8 tert-butyl (R)-3-(benzyloxycarbonylamino)-4-(2-methoxyphenyl)butanoate 
• 100-51-6 benzyl alcohol 
• 1258740-20-3 tert-butyl (R)-3-(benzyloxycarbonylamino)-4-(3,4-dimethoxyphenyl)butanoate 
• 1258740-09-8 tert-butyl (R)-3-(benzyloxycarbonylamino)-4-(3-methoxyphenyl)butanoate 
• 1258740-13-4 tert-butyl (R)-3-(benzyloxycarbonylamino)-4-(4-fluoro-3-methoxyphenyl)butanoate 

Relevant academic research and scientific papers

Synthesis of Aminomethylene- gem-bisphosphonates Containing an Aziridine Motif: Studies of the Reaction Scope and Insight into the Mechanism

A broad range of N-carbamoylaziridines were obtained and then treated by the diethyl phosphonate anion to afford α-methylene-gem-bisphosphonate aziridines. Study of the reaction's scope and additional experiments indicates that the transformation proceeds via a new mechanism involving the chelation of lithium ion. This last step is crucial for the reaction to occur and disfavors the aziridine ring-opening. A phosphonate-phosphate rearrangement from a α-hydroxybisphosphonate aziridine intermediate is also proposed for the first time. This reaction provides a simple and convenient method for the synthesis of a highly functionalized phosphonylated aziridine motif.

Synthesis of substituted (S)-2-aminotetralins via ring-opening of aziridines prepared from l-aspartic acid β-tert-butyl ester

This paper describes the total synthesis of the hydrochloride salts of (2S)-2-amino-7-methoxytetralin (21-HCl) and (2S)-2-amino-6-fluoro-7- methoxytetralin (ST1214), from a common enantiomerically pure aziridine 4b, which was available from l-aspartic acid β-tert-butyl ester. The synthesis of 21-HCl and ST1214 proceeded in nine steps and 5 and 6% overall yields, respectively. Key steps are the regioselective ring-opening of 4b with ArMgBr/CuBr·SMe2 and the intramolecular Friedel-Crafts cyclisation providing α-tetralone. Substituted naphthalenes were formed as side products in the latter reaction.

Towards a biomimetic synthesis of barrenazine A

We report herein a concise and biomimetic synthesis of a precursor of barrenazine A, a cytotoxic alkaloid. The C2-symmetry of this molecule suggested the dimerization of an aminoketone, as the precursor of the central core pyrazine. This compou

Aziridines derived from amino acids as synthons in pseudopeptide synthesis

The reactivity of the Z-protected aziridine derived from aspartic acid has been studied with various N- and O-nucleophiles. The optimized reaction conditions allow quick and easy access to 1, 2-diamines or amino alcohols. In the case of opening with N-nuc

Synthesis of methyleneaminodipeptides via ring opening of a 2-(t-butoxycarbonylmethyl)aziridine derivative

The reactivity of 2-(t-butoxycarbonylmethyl)aziridine-1-carboxylic acid benzyl ester has been studied with various N-nucleophiles. The ring-opening reaction was always regioselective, the nucleophile attacking preferentially the less hindered carbon of th