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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521961Generated: November 1, 2026

Acetic Acid → HCID 90412289, compound

https://huagongshe.com/reaction/1521961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantCyano-borohydrideHCID 498716—
Reactant2-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 4187788—
ReactantHCID 90412361HCID 90412361—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 90412289HCID 90412289—

Reaction Steps

To a solution of Example 59F (50 mg, 0.130 mmol) in dichloromethane (1 mL)/methanol (1 mL) was added triethylamine (0.036 mL, 0.260 mmol) followed by acetic acid (0.037 mL, 0.651 mmol) and (t-butyldimethylsilyloxy)acetaldehyde (0.050 mL, 0.260 mmol). After stirring for 5 minutes, MP-cyanoborohydride (2.49 mmol/g, 209 mg, 0.52 mmol) was added and the mixture was shaken for 16 hours at room temperature. The resin was filtered off, and washed with methanol/dichloromethane (2×3 mL). The crude mixture was concentrated and used in the next step without further purification. LCMS: 470.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073922B2
Source datasetuspto-grants-2015_07
ORD IDord-110365567a4f4a52955b2a2d4260c2e1
Source noteuspto-grants-2015_07