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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549580Generated: October 30, 2026

Cyclohexanemethanol → {4-[3-Cyclohexylmethoxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester

https://huagongshe.com/reaction/549580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanemethanolHCID 7507—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant{4-[3-Hydroxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl esterHCID 57791910—
SolventTetrahydrofuranHCID 8028—
Product{4-[3-Cyclohexylmethoxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl esterHCID 67170733—

Reaction Steps

{4-[3-Hydroxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methylphenoxy}-acetic acid ethyl ester (200 mg; 0.45 mmol), cyclohexylmethanol (77.6 mg; 0.68 mmol), tributylphosphine (0.27 mL; 1.36 mmol) and 1,1′-(azodicarbonyl)dipiperidine (0.34 g; 1.36 mmol) were dissolved in THF (15 mL) in a dried reaction flask under an atmosphere of nitrogen. After stirring for 1 h the reaction mixture was purified by prep. HPLC (method A). Yield: 200 mg. HPLC-MS: m/z: 538.1 (M+H); Rt: 2.24 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943669B2
Source datasetuspto-grants-2011_05
ORD IDord-7476d1535529466ebcd0923cfb63edfc
Source noteuspto-grants-2011_05