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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72311Generated: October 26, 2026

Triphenylphosphine → (S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl ester

https://huagongshe.com/reaction/72311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantAllylethyl carbonateHCID 137020—
ReactantN-Boc-L-serine methyl esterHCID 7019177—
SolventTetrahydrofuranHCID 8028—
Product(S)-3-Allyloxy-2-tert-butoxycarbonylamino-propionic acid methyl esterHCID 57846413—

Reaction Steps

To a stirred solution of N-Boc-L-serine methyl ester (0.22 g, 1 mmol, 1 eq) in dry THF (2 ml) under N2 a mixture of π-allylpalladium chloride dimer (0.01 g, 0.02 mmol), triphenylphosphine (0.024 g, 0.09 mmol) and allyl ethyl carbonate (0.26 ml, 2 mmol, 2 eq) in dry THF (1 ml) was dropwise added at room temperature.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828993B2
Source datasetuspto-grants-2014_09
ORD IDord-2ad440300b5f4965ba47b3cbece4a467
Source noteuspto-grants-2014_09