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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836236Generated: October 31, 2026

Water → 3,5-Bis-o-(2,4-dichlorophenylmethyl)-2-c-ethyl-1-o-methyl-alpha-d-ribofuranose

https://huagongshe.com/reaction/1836236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-O-Methyl-3,5-bis-O-[(2,4-dichlorophenyl)methyl]-alpha-D-erthro-pentofuranoside-2-uloseHCID 11375039—
ReactantHCID 178461630HCID 178461630—
SolventDiethyl EtherHCID 3283—
Product3,5-Bis-o-(2,4-dichlorophenylmethyl)-2-c-ethyl-1-o-methyl-alpha-d-ribofuranoseHCID 67143900—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To diethyl ether (300 mL) at −78° C. was slowly added EtMgBr (3.0 M, 16.6 mL) and then dropwise the compound from Step B of Example 62 (4.80 g, 10.0 mmol) in anhydrous Et2O (100 mL). The reaction mixture was stirred at −78° C. for 15 min, allowed to warm to −15° C. and stirred for another 2 h, and then poured into a stirred mixture of water (300 mL) and Et2O (600 mL). The organic phase was separated, dried (MgSO4), and evaporated in vacuo. The crude product was purified on silica gel using ethyl acetate/hexane (1:2) as eluent. Fractions containing the product were pooled and evaporated in vacuo to give the desired product (3.87 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777395B2
Source datasetuspto-grants-2004_08
ORD IDord-2d1fd4b0ffa5497483c27ef7c5717a4a
Source noteuspto-grants-2004_08