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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187929Generated: October 30, 2026

N,N,N',N'-Tetramethylazodicarboxamide → Benzyl (3R)-3-t-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butanoate

https://huagongshe.com/reaction/2187929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Hydroxy-4-iodobenzonitrileHCID 10944681—
ReactantBoc-D-aspartinol 4-Benzyl EsterHCID 11045079—
SolventTolueneHCID 1140—
ProductBenzyl (3R)-3-t-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butanoateHCID 11731204—

Reaction Steps

10.16 g (32.8 mmol) of benzyl (3R)-3-t-butoxycarbonylamino-4-hydroxybutanoate was dissolved in 100 ml of toluene. 10.5 g (42.7 mmol) of 3-hydroxy-4-iodobenzonitrile, 11.2 g (42.7 mmol) of triphenylphosphine and 7.4 g (42.7 mmol) of N,N,N′,N′-tetramethylazodicarboxamide were added to the obtained solution under cooling with ice, and they were stirred at room temperature overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410538B2
Source datasetuspto-grants-2002_06
ORD IDord-e8d64426001747bc96b7f5b95a78b568
Source noteuspto-grants-2002_06