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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259206Generated: November 3, 2026

3-Nitrophenol → HCID 54544611, compound

https://huagongshe.com/reaction/2259206

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrophenolHCID 11137—
Reactant1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 85083—
ReactantDiethyl azodicarboxylateHCID 5462977—
Reactant(R)-1-Boc-2-azetidinemethanolHCID 11074142—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54544611HCID 5454461140%

Reaction Steps

A 2.25 g (1.2 mmol) sample of (R)-1-t-butoxycarbonyl-2-azetidinemethanol (prepared as in Example 1b above, except replacing the N-BOC-L-proline thereof with N-BOC-S-azetidinecarboxylic acid) and 2.25 g (18 mmol) of 3-nitrophenol (Aldrich) were added to a complex of TPP and DEAD (prepared as in Example 1 above, 18.1 mmol of each)in 80 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 a gradient of 1:1, 1:2, 1:3, 1:4 chloroform:hexane to give 1.5 g (40%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05472958
Source datasetuspto-grants-1995_12
ORD IDord-7cc66e7bf0754abf983f53914c16fc72
Source noteuspto-grants-1995_12