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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215248Generated: November 1, 2026

N,N,N',N'-Tetramethylazodicarboxamide → (S)-3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl ester

https://huagongshe.com/reaction/2215248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
ReactantTributylphosphineHCID 13831—
Reactant2-(2-Tert-butyl-5-methyl-oxazol-4-yl)-ethanolHCID 11579232—
Reactant(2S)-2-ethoxy-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl esterHCID 68616541—
Product(S)-3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl esterHCID 69489846—

Reaction Steps

In analogy to the Mitsunobu-procedure described in example 1, step f], (2S)-2-ethoxy-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester (example 51 e]) was reacted with 2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethanol (example 1, step e])) in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield (S)-3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl ester as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109225B2
Source datasetuspto-grants-2006_09
ORD IDord-b2c2da7764d94b6caf060663b3d35677
Source noteuspto-grants-2006_09