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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158376Generated: November 2, 2026

Methanol → HCID 68616941, compound

https://huagongshe.com/reaction/1158376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthylamineHCID 6341—
ReactantSodium borohydrideHCID 4311764—
Reactant(3S*,4R*)-3-formyl-4-({isopropyl-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 59512275—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventAcetonitrile--water (1/1)HCID 18373917—
SolventDichloromethane methanolHCID 21226129—
ProductHCID 68616941HCID 68616941—

Reaction Steps

The title compound is prepared from (3S*,4R*)-3-formyl-4-({isopropyl-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.75 g, 1.52 mmol), 2N solution of ethylamine in MeOH (3.805 mL, 7.61 mmol) and NaBH4 (0.115 g, 3.04 mmol) and purification by flash chromatography on silica gel (CH2Cl2/MeOH 96:4, then CH2Cl2/MeOH (10% NH3 conc.) gradient from 9:1 to 8:2) to give a colorless oil. MS: 522.4 [M+H]+. tR (HPLC, Nucleosil C18HD column, 5-100% CH3CN/H2O/6 min, 100% CH3CN/2 min, CH3CN and H2O containing 0.1% TFA, flow: 1 mL/min): 4.47 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807709B2
Source datasetuspto-grants-2010_10
ORD IDord-78d876aa825041ada4abedfb196243d5
Source noteuspto-grants-2010_10