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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269245Generated: October 30, 2026

Sodium Bicarbonate → (2S, 3S)-1-tert-Butoxycarbonyl-2-phenyl-3-(5-(2,2,2-trifluoro-1-(trifluoromethyl)ethyl)-2-methoxybenzyl)aminopiperidine

https://huagongshe.com/reaction/2269245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidineHCID 11311934—
Reactant5-(2,2,2-Trifluoro-1-(trifluoromethyl)ethyl)-2-methoxybenzaldehydeHCID 18677614—
SolventDichloromethaneHCID 6344—
Product(2S, 3S)-1-tert-Butoxycarbonyl-2-phenyl-3-(5-(2,2,2-trifluoro-1-(trifluoromethyl)ethyl)-2-methoxybenzyl)aminopiperidineHCID 15549735103.7%

Reaction Steps

To a stirred and ice-cooled solution of Compound 12 (100 mg, 0.3 mmol) and Compound 9 (100 mg, 0.3 mmol) in dry CH2Cl2 (10 ml) was added NaBH(OAc)3 (210 mg, 1 mmol) in one portion. After the mixture was stirred at room temperature for 20 hours. The mixture was poured into NaHCO3 aq., and extracted with CH2Cl2. The combined extracts were dried (Na2SO4), and concentrated in vacuo to give Compound 13 as a yellow oil (170 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329396B1
Source datasetuspto-grants-2001_12
ORD IDord-faa1df779fb44fd3b033ead414aea187
Source noteuspto-grants-2001_12