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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180451Generated: October 30, 2026

Methanol → HCID 9998635, compound

https://huagongshe.com/reaction/1180451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 10342788HCID 10342788—
CatalystAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
SolventSodiumHCID 5360545—
ProductHCID 9998635HCID 9998635—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (2S)-N-(cyanomethyl)-4-methyl-2-[((R)-phenyl{4-[(trimethylsilyl)ethynyl]phenyl}methyl)oxy]pentanamide from example 70 (0.12 mmol, 50 mg) in THF:MeOH (1.3 mL: 50 uL) at 0° C., AcOH (3 drops) was added followed by tetrabutylammonium triphenyldifluorosilicate (0.01 mmol, 7 mg). The mixture was stirred 20 minutes at 0° C. The mixture was diluted with 1% sodium hydroxyde (3 mL) and diethlyl ether (5 mL). The phases were separated. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. Purification: 30:70 (AcOEt:Hex.) gave the title amide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279478B2
Source datasetuspto-grants-2007_10
ORD IDord-05c6d29228b84589bd9d3459f96cf058
Source noteuspto-grants-2007_10