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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920823Generated: October 31, 2026

HCID 118062339, compound → HCID 118061887, compound

https://huagongshe.com/reaction/920823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 118062339HCID 118062339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118061887HCID 11806188725.9%

Reaction Steps

To a stirred solution of Intermediate 346B (0.1 g, 0.248 mmol) in THF (1 mL) was added BH3.DMS complex (0.236 mL, 2.481 mmol) under nitrogen and the reaction mixture was stirred at RT for 16 h. The reaction mixture was then cooled to 0° C., quenched with methanol (1 mL) and stirred for 15 min at RT. The volatiles were removed under reduced pressure and the crude compound was purified by silica gel chromatography (12 g REDISEP® column, eluting with 25% EtOAc in hexanes). Fractions containing the product were combined and evaporated to afford Intermediate 346C as a white solid (0.025 g, 25%). MS(ES): −m/z=390.4 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 4.37-4.27 (m, 2H), 4.22 (q, J=7.4 Hz, 3H), 4.12-4.00 (m, 3H), 1.33-1.26 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273058B2
Source datasetuspto-grants-2016_03
ORD IDord-bdcfae26ef5341c4a67631858b6cef3d
Source noteuspto-grants-2016_03