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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 363875Generated: October 30, 2026

(3S)-2-Oxo-3-tert-butoxycarbonylamino-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid methyl ester → 2-tert-Butoxycarbonylamino-3-(3-nitropyridin-2-ylamino)propionic acid

https://huagongshe.com/reaction/363875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S)-2-Oxo-3-tert-butoxycarbonylamino-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid methyl esterHCID 54305289—
Reactant3-Chloro-3-nitro pyridineHCID 66756668—
ReactantDicyclohexylamine 3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoateHCID 70179098—
Product2-tert-Butoxycarbonylamino-3-(3-nitropyridin-2-ylamino)propionic acidHCID 18465793—

Reaction Steps

(2S) 2-tert-Butoxycarbonylamino-3-(3-nitropyridin-2-ylamino)propionic acid was prepared by a similar method as (2S) 2-tert-butoxycarbonylamino-3-(2-nitrophenyl-amino)propionic acid in Step A of the synthesis of 600a, except that 3-chloro-3-nitro pyridine was used instead of 2-fluoronitrobenzene, to give 4.05 g (64%) of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05874424
Source datasetuspto-grants-1999_02
ORD IDord-173f75be78b2486592afa1abe125109b
Source noteuspto-grants-1999_02