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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266764Generated: October 31, 2026

(RS)-3-[5-(tetrahydro-pyran-2-yloxymethyl)-isoxazol-3-yl]-benzoic acid methyl ester → (RS)-3-Oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-isoxazol-3-yl]-phenyl}-propionic acid tert.-butyl ester

https://huagongshe.com/reaction/1266764

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(RS)-3-[5-(tetrahydro-pyran-2-yloxymethyl)-isoxazol-3-yl]-benzoic acid methyl esterHCID 69689287—
ReactantLithium Tert-butyl AcetateHCID 86586795—
Product(RS)-3-Oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-isoxazol-3-yl]-phenyl}-propionic acid tert.-butyl esterHCID 69689155—

Reaction Steps

The title compound was prepared from (RS)-3-[5-(tetrahydro-pyran-2-yloxymethyl)-isoxazol-3-yl]-benzoic acid methyl ester [prepared from (Z)-3-(hydroxyimino-methyl)-benzoic acid methyl ester [CAS-No. 91186-80-0] by treatment with NCS, cat. amount pyridine in CHCl3 followed by addition of (RS)-tetrahydro-2-(2-propynyloxy)-2H-pyran and slow addition of Et3N in CHCl3 at 23° C.] by treatment with lithium tert.-butyl acetate according to general procedure K (method b). Obtained as a yellow oil (3.00 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548495B2
Source datasetuspto-grants-2003_04
ORD IDord-0aed13ab33754f7d9e32cb2e46fe4b59
Source noteuspto-grants-2003_04