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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625943Generated: October 31, 2026

Hydrochloric Acid → 4-(4-{(1E)-4-[9-(aminoacetyl)-2,9-diazaspiro[5.5]undec-2-yl]but-1-en-1-yl]-2-methylbenzyl}-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside dihydrochloride

https://huagongshe.com/reaction/1625943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl[2-(2-{(3E)-4-[3-methyl-4-({5-(propan-2-yl)-3-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-1H-pyrazol-4-yl}methyl)phenyl]but-3-en-1-yl}-2,9-diazaspiro[5.5]undec-9-yl)-2-oxoethyl]carbamateHCID 131731669—
SolventDichloromethaneHCID 6344—
Product4-(4-{(1E)-4-[9-(aminoacetyl)-2,9-diazaspiro[5.5]undec-2-yl]but-1-en-1-yl]-2-methylbenzyl}-5-(propan-2-yl)-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside dihydrochlorideHCID 8676254199.7%

Reaction Steps

A mixture of tert-butyl[2-(2-{(3E)-4-[3-methyl-4-({5-(propan-2-yl)-3-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-1H-pyrazol-4-yl}methyl)phenyl]but-3-en-1-yl}-2,9-diazaspiro[5.5]undec-9-yl)-2-oxoethyl]carbamate (12.10 g, 13.09 mmoles), dichloromethane (121.00 mL), and hydrogen chloride (4M in 1,4-dioxane; 16.37 mL, 65.47 mmoles) is stirred at ambient temperature for 4 hours. The mixture is concentrated under reduced pressure to provide the title compound (11.70 g; 99.6% yield). Mass spectrum (m/z): 824 (M+1 for free base).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785404B2
Source datasetuspto-grants-2014_07
ORD IDord-a6e4927e5bf7402fbd412c9929e30476
Source noteuspto-grants-2014_07