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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548252Generated: October 29, 2026

(S)-3-((S)-1-Cyclopentyloxycarbonyl-3-methyl-butylcarbamoyl)-7-nitro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester → (S)-7-Amino-3-((S)-1-cyclopentyloxycarbonyl-3-methyl-butylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/548252

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-((S)-1-Cyclopentyloxycarbonyl-3-methyl-butylcarbamoyl)-7-nitro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 57971746—
CatalystHCID 178418390HCID 178418390—
SolventEthyl AcetateHCID 8857—
Product(S)-7-Amino-3-((S)-1-cyclopentyloxycarbonyl-3-methyl-butylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl esterHCID 67052676—

Reaction Steps

(S)-3-((S)-1-Cyclopentyloxycarbonyl-3-methyl-butylcarbamoyl)-7-nitro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (3.14 g, 6.24 mmol) and Pd/carbon (0.4 g) were suspended in EtOAc (20 ml). The reaction was stirred under a hydrogen atmosphere (balloon pressure) for 16 h. The solution was filtered through a pad of celite and the solvent removed. The crude product (3.04 g) was used in the next step without further purification. LCMS purity 83%, m/z 474 [M++H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939666B2
Source datasetuspto-grants-2011_05
ORD IDord-fcb789bbefb54845b343f2ff8b1f9460
Source noteuspto-grants-2011_05