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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1720890Generated: November 1, 2026

Trifluoroacetic acid → (4s,5r,6s)-6-Amino-7-cyclohexyl-4,5-dihydroxy-1-heptyne

https://huagongshe.com/reaction/1720890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(4S,5R,6S)-N-[(tert-Butyloxy) carbonyl]-6-amino-7-cyclohexyl-4,5-dihydroxyhept-1-yneHCID 15281986—
SolventDichloromethaneHCID 6344—
Product(4s,5r,6s)-6-Amino-7-cyclohexyl-4,5-dihydroxy-1-heptyneHCID 15281987104.3%

Reaction Steps

A solution of compound of Step 6 (0.926 g, 2.85 mmol) and trifluoroacetic acid (5.49 mL, 71.3 mmol) in CH2Cl2 (5.49 mL) was stirred at room temperature for 30 minutes and then concentrated in vacuo. The residue was dissolved in 1.0N KOH (7 mL) and extracted with ethyl acetate (4×10 mL). The combined organic layers were dried over MgSO4 and then concentrated to give the title amine as an off-white solid (0.67 g, 100% yield) 1H and 13C NMR spectral data were consistent with the proposed structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05508295
Source datasetuspto-grants-1996_04
ORD IDord-181e7cff56eb41469eedc4e32c0ee6f7
Source noteuspto-grants-1996_04