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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896954Generated: November 2, 2026

Sodium triacetoxyborohydride → HCID 58562770, compound

https://huagongshe.com/reaction/1896954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl 3-oxocyclobutylcarbamateHCID 23374584—
ReactantHCID 58562500HCID 58562500—
SolventDichloromethaneHCID 6344—
ProductHCID 58562770HCID 58562770—

Reaction Steps

Into a 8 mL vial, was placed a solution of 4-(2-(tert-butyldimethylsilyl)thiazol-5-yl)piperidin-4-ol (as prepared in the previous step) (80 mg, 0.27 mmol, 1.00 equiv) in dichloromethane (1 mL), tert-butyl 3-oxocyclobutylcarbamate (as prepared in Step B, 128.8 mg, 0.70 mmol, 1.00 equiv) and NaBH(OAc)3 (273 mg, 1.29 mmol, 3.00 equiv). The reaction mixture was stirred for 2 h at room temperature. The reaction was then quenched by the addition of 4 ml, of H2O. The resulting solution was extracted with 3×5 mL of DCM. The combined organic layers washed with 2×5 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518969B2
Source datasetuspto-grants-2013_08
ORD IDord-a900a066a84b40eba743cdfc4f22d2a7
Source noteuspto-grants-2013_08