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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2039959Generated: October 31, 2026

4-Nitrophenyl chloroformate → (4-nitrophenyl) (S)-2-(N-(tert-butoxycarbonyl)amino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamate

https://huagongshe.com/reaction/2039959

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrophenyl chloroformateHCID 82129—
Reactanttert-butyl (S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamateHCID 24812374—
SolventDichloromethaneHCID 6344—
Product(4-nitrophenyl) (S)-2-(N-(tert-butoxycarbonyl)amino)-3-((R)-tetrahydro-2H-pyran-3-yl)propylcarbamateHCID 58011475—

Reaction Steps

To a solution of tert-butyl (S)-1-amino-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate (20.8 mg, 0.081 mmol) in anhydrous DCM (9 mL) was added 4-nitrophenyl chloroformate (17.1 mg, 0.085 mmol), followed by TEA (12.2 mg, 17 μL, 0.12 mmol). The resulting solution was stirred at rt for 5 min (monitored by LC-MS) and diluted to 12 mL. An aliquot of the carbamate mixture solution (2 mL) was used for the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580823B2
Source datasetuspto-grants-2013_11
ORD IDord-f9e2e2e7f12a4bfbb50d9d41a428d4b5
Source noteuspto-grants-2013_11