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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921105Generated: November 4, 2026

Methanol → (2S)-2-(tert-Butoxy)-2-[4,23-dimethyl-22-oxa-1,5,7,8-tetraazapentacyclo[21.2.2.16,9.02,7.013,18]octacosa-2,4,6(28),8,10,13(18),14,16,19-nonaen-3-yl]acetic acid

https://huagongshe.com/reaction/921105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl (2S)-2-(tert-butoxy)-2-[4,23-dimethyl-22-oxa-1,5,7,8-tetraazapentacyclo[21.2.2.16,9.02,7.013,18]octacosa-2,4,6(28),8,10,13(18),14,16,19-nonaen-3-yl]acetateHCID 123747350—
Solvent1,4-DioxaneHCID 31275—
Product(2S)-2-(tert-Butoxy)-2-[4,23-dimethyl-22-oxa-1,5,7,8-tetraazapentacyclo[21.2.2.16,9.02,7.013,18]octacosa-2,4,6(28),8,10,13(18),14,16,19-nonaen-3-yl]acetic acidHCID 123749244—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of the ethyl (2S)-2-(tert-butoxy)-2-[4,23-dimethyl-22-oxa-1,5,7,8-tetraazapentacyclo[21.2.2.16,9.02,7.013,18]octacosa-2,4,6(28),8,10,13(18),14,16,19-nonaen-3-yl]acetate (0.0366 g, 0.066 mmol)) in dioxane (1 mL)/MeOH (1 mL) was added 10N sodium hydroxide (0.066 mL, 0.655 mmol) and the mixture was stirred at 70° C. for 1 h. The reaction was cooled and concentrated. The crude material was purified via preparative HPLC to give the title compound as diastereomers. LCMS (M+H) calcd for C31H38N4O4: 531.29. found: 531.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273067B2
Source datasetuspto-grants-2016_03
ORD IDord-b5b8de3b087c485a898cac89c7c473f1
Source noteuspto-grants-2016_03