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• W2072093669 abstract "Described is a scalable synthetic route towards LB30057 (1) which is based upon a chiron approach using methyl tyrosinate hydrochloride as a starting material. In situ protection of methyl tyrosinate to its N,O-bis-trimethylsilyl derivative and subsequent N-selective introduction of naphthalenesulfonyl group provided methyl N-2-naphthalenesulfonyltyrosinate (9). After the phenol group of 9 was triflated to 10, nickel-catalyzed cyanation provided 11 in good yield. The acid chloride 11a was generated via hydrolysis of the ester group followed by the treatment with SOCl2, and then coupled with cyclopentylmethylamine to give the amide 15. Imidate formation followed by amidrazone generation and final salt formation with maleic acid afforded 1." @default.
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• W2072093669 date "2006-08-10" @default.
• W2072093669 modified "2023-10-16" @default.
• W2072093669 title "Development of a Scalable Synthetic Route towards a Thrombin Inhibitor, LB30057" @default.
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• W2072093669 doi "https://doi.org/10.1021/op060083p" @default.
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