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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643386Generated: October 31, 2026

N-[(1,1-Dimethylethoxy)carbonyl]-3-[(2-nitrophenyl)amino]-L-alanine → (2S)2-tert-Butoxycarbonylamino-3-(3-nitropyridin-2-ylamino)propionic acid

https://huagongshe.com/reaction/1643386

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[(1,1-Dimethylethoxy)carbonyl]-3-[(2-nitrophenyl)amino]-L-alanineHCID 22881947—
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—
Product(2S)2-tert-Butoxycarbonylamino-3-(3-nitropyridin-2-ylamino)propionic acidHCID 18396553—

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/103, 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 numberUS08119631B2
Source datasetuspto-grants-2012_02
ORD IDord-9493368df32f41dabc0fe1fe45fa6753
Source noteuspto-grants-2012_02