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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966397Generated: October 30, 2026

Benzyl Alcohol → HCID 69980896, compound

https://huagongshe.com/reaction/966397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriethylamineHCID 8471—
ReactantTriethylsilyl trifluoromethanesulphonateHCID 2733308—
ReactantHCID 69350255HCID 69350255—
SolventDichloromethaneHCID 6344—
ProductHCID 69980896HCID 6998089691%

Reaction Steps

1.62 mL (3 eq.) of benzyl alcohol and 130 μL (0.1 eq.) of TESOTf are added to 3.07 g (1 eq.) of 2-O-acetyl-3-O-allyl-4,6-di-O-benzyl-α-D-gluco-pyranosyl trichloroacetimidate (M=586.5) in 25 mL of dichloromethane at 0° C. in the presence of 2.5 g of 4 Å molecular seives. After 1 hour of reaction at 0° C., the medium is neutralised with triethylamine, filtered and concentrated. Purification over silica gel [flash; eluent: toluene/ethyl acetate (98/2; v/v)] enables isolating 2.52 g of benzyl 2-O-acetyl-3-O-allyl-4,6-di-O-benzyl-β-D-glucopyranoside (M=532).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951934B2
Source datasetuspto-grants-2005_10
ORD IDord-c38cde88e21a4a459d19713b19472f88
Source noteuspto-grants-2005_10