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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259196Generated: November 2, 2026

3-Nitrophenol → HCID 54214403, compound

https://huagongshe.com/reaction/2259196

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrophenolHCID 11137—
Reactant(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 688022—
ReactantN-(tert-Butoxycarbonyl)-D-prolinolHCID 688279—
ReactantDiethyl azodicarboxylateHCID 5462977—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54214403HCID 54214403—

Reaction Steps

A 1.5 g (7.46 mmol) sample of (R)-1-t-butoxycarbonyl-2-pyrrolidinemethanol (prepared as in Example 1b above, except starting with the N-BOC-D-proline (Sigma) instead of the N-BOC-L-proline) and 1.56 g (11.19 mmol) of 3-nitrophenol (Aldrich) were added to a complex of TPP and DEAD (prepared as in Example 1 above, 11.2 mmol of each) in 50 mL of THF. The reaction was stirred for 16 hr, the solvents were removed under vacuum, and the residue was chromatographed on silica gel, eluting with 1:1 chloroform:hexane to give 670 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05472958
Source datasetuspto-grants-1995_12
ORD IDord-4d8e9ce4d79a40b29c611f7511383d35
Source noteuspto-grants-1995_12