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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722829Generated: October 30, 2026

Triethylamine → HCID 69383080, compound

https://huagongshe.com/reaction/722829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-ButyldiphenylchlorosilaneHCID 94078—
ReactantSphingosineHCID 5280335—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 69383080HCID 6938308040.1%

Reaction Steps

To a solution of D-erythro-sphingosine (46 mg, 0.153 mmol) in CH2Cl2 (1.5 mL) at room temperature, Et3N (32 μL, 0.230 mmol), TBDPSCl (44 μL, 0.169 mmol) and 4-DMAP (ca. 5 mg, cat.) were added. After stirring for 4 h, the reaction was quenched with H2O (10 mL), extracted with EtOAc (3×10 mL), dried over Na2SO4 and concentrated in vacuo. The crude was purified by column chromatography on silica (hexane/EtOAc 5:1 to 100% EtOAc) to obtain 136 as a colorless oil (33 mg, 40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138547B2
Source datasetuspto-grants-2006_11
ORD IDord-c367ce82c78942b582d6c3c9327c5700
Source noteuspto-grants-2006_11