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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010919Generated: October 30, 2026

Water → HCID 86761355, compound

https://huagongshe.com/reaction/1010919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 131729015HCID 131729015—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86761355HCID 867613556.3%

Reaction Steps

9.94 g of the compound [88-1] was dissolved in 100 mL of tetrahydrofuran and 20 mL of methanol, 799 mg of sodium borohydride was added thereto at room temperature, and the mixture was stirred at the same temperature for 2.5 hours. To the reaction mixture, water was added, and the mixture was extracted with chloroform. The obtained organic layer was dried over anhydrous magnesium sulfate. Then, the insolubles were filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0 to 30/70) to obtain 632 mg of tert-butyl ((1S)-1-{4-[[1-(diphenyl methyl)azetidin-3-yl](hydroxy)methyl]phenyl}ethyl)carbamate [88-2] (hereinafter, referred to as the compound [88-2]).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977336B2
Source datasetuspto-grants-2011_07
ORD IDord-5f9c33a204b54c8ead8cd4fcfc2f6ad3
Source noteuspto-grants-2011_07