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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279523Generated: October 30, 2026

tert-Butyldimethylsilyl trifluoromethanesulphonate → HCID 131733485, compound

https://huagongshe.com/reaction/2279523

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86705521HCID 86705521—
SolventDichloromethaneHCID 6344—
ProductHCID 131733485HCID 13173348532.9%

Reaction Steps

To a solution of 252 (0.50 g, 1.83 mmol) and DCM (5 mL) at RT was added TEA (1.28 mL, 9.17 mmol) followed by TBDMSOTf (1.05 mL, 4.59 mmol) and the reaction was stirred for 30 min. The reaction poured into aq. NaHCO3 and extracted with DCM. The combined extracts were dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with hexane/EtOAc/DCM (8:1:1) to afford 0.280 g (32.9%) of (1S,2S)-2,3-bis-(tert-butyldimethylsilyloxy)-1-(3,4-dichlorophenyl)propan-1-amine (254).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-c031c39a15924523812986efec176bd2
Source noteuspto-grants-2015_09