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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402924Generated: October 31, 2026

4-Bromo-L-phenylalanine → (1S,5S) [1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(4-bromo-phenyl)-ethyl]-carbamic acid methyl ester

https://huagongshe.com/reaction/402924

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-L-phenylalanineHCID 671214—
Reactant(1s,5s)-[1-{5-[(4-Amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(2-bromo-phenyl)-ethyl]-carbamic acid methyl esterHCID 24999240—
Product(1S,5S) [1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(4-bromo-phenyl)-ethyl]-carbamic acid methyl esterHCID 6847407628%

Reaction Steps

This derivative was synthesized using the procedure described for the preparation of (1S,5S)-[1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-phosphonooxy-hexylcarbamoyl}-2-(2-bromo-phenyl)-ethyl]-carbamic acid methyl ester (example 4, steps A and B) using L-4-bromophenylalanine (Peptech Corp.) instead of L-2-bromophenylalanine. The desired material was obtained in 28% yield (25 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742158B2
Source datasetuspto-grants-2014_06
ORD IDord-0d6b1bc467394941a566f05099b4b408
Source noteuspto-grants-2014_06