2-((Tert-butyldimethylsilyl)oxy)acetaldehyde → HCID 131736562, compound

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Reaction Steps

A mixture of Example 144 (100 mg; 0.25 mmol; 1 eq.), (tert-butyl-dimethyl-silanyloxy)-acetaldehyde (87 mg; 0.50 mmol; 2 eq.) and sodium triacetoxyborohydride (58 mg; 0.28 mmol; 1.1 eq.) in DCE (10 mL) was stirred at 70° C. for 1 hour. The solution was washed with 0.1M NaOH (2×), dried over sodium sulfate and concentrated in vacuo. Purification by column chromatography (EA to 10% MeOH in EA) afforded the title compound (45 mg, 32%) as a yellow oil. HPLC (max plot) 95.0%, Rt 4.26 min. UPLC/MS: (MS+) 558.3 ([M+H]+).

Provenance & Evidence