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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365018Generated: October 26, 2026

1-Adamantyl fluoroformate → (S)-2-(Adamantan-1-yloxycarbonylamino)-3,3-dimethyl-butyric acid methyl ester

https://huagongshe.com/reaction/1365018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Adamantyl fluoroformateHCID 64433—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl L-tert-leucinateHCID 11309583—
SolventDichloromethaneHCID 6344—
Product(S)-2-(Adamantan-1-yloxycarbonylamino)-3,3-dimethyl-butyric acid methyl esterHCID 5794507480.4%

Reaction Steps

To a mixture of (S)-methyl 2-amino-3,3-dimethylbutanoate (200 mg, 1.377 mmol) and DIEA (0.481 mL, 2.75 mmol) in DCM (2 mL) solution was add 1-adamantyl fluoroformate (334 mg, 1.515 mmol). The reaction mixture was stirred at rt overnight. The compound was purified by silica gel column chromatography (20% EtOAc/80% hexane) to give a colorless oil (358 mg, 68%) as product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888464B2
Source datasetuspto-grants-2011_02
ORD IDord-c3bca80dad564f57bef7756675048af5
Source noteuspto-grants-2011_02