Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1638535Generated: October 27, 2026

Trimethylsilyl triflate → HCID 178508805, compound

https://huagongshe.com/reaction/1638535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl triflateHCID 65367—
Reactant1-O-Acetyl-2,3,5-tri-O-benzoyl-D-ribofuranoseHCID 10929242—
Reactant7-Aminothiazolo[4,5-d]pyrimidin-2(3H)-oneHCID 14505761—
SolventHexamethyldisilazaneHCID 13838—
ProductHCID 178508805HCID 17850880596.7%

Reaction Steps

Compound 30 (460 mg, 2.7 mmol) was glycosylated in the same manner as that used to prepare 6, requiring HMDS (30 mL), benzoyl-blocked sugar (5: 1.5 g, 3.0 mmol), and TMS-triflate (0.76 mL, 3.9 mmol). The reaction mixture was allowed to stir overnight at room temperature and was then worked up as described for 6 to yield 1.6 g (95%) of 31 isolated as a foam: UV λmaxMeOH) 230 nm (ε), 310 (): 1H NMR (DMSO-d6 9 δ6.45 (d, J=2.73 Hz, 1H, C1,H), 7.4-8.0 (m, 15 H, benzoyl aromatics), 8.59 (s, 1H, C5H), and other sugar protons C31H24N4O8S: C, 60.78: H, 3.95: N, 9.15: S, 5.23. Found:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04880784
Source datasetuspto-grants-1989_11
ORD IDord-25bfca125e7a4dab9d7fb925519a3c33
Source noteuspto-grants-1989_11