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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430692Generated: October 26, 2026

Boc-L-Valine → 1-{1-(RS)-[4-(3,4-dichlorobenzyl)piperazin-1-ylmethyl]-2-methylpropyl}-3-methoxybenzyl-2-thiourea

https://huagongshe.com/reaction/430692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoc-L-ValineHCID 83693—
Reactant3-Methoxybenzyl isothiocyanateHCID 126512—
Reactantn-{1 (s)-[4-(3,4-Dichlorobenzyl)piperazin-1-ylmethyl]-2-methylpropyl}-4-methylbenzamide dihydrochloride saltHCID 9958340—
SolventDichloromethaneHCID 6344—
Product1-{1-(RS)-[4-(3,4-dichlorobenzyl)piperazin-1-ylmethyl]-2-methylpropyl}-3-methoxybenzyl-2-thioureaHCID 86588980—

Reaction Steps

3-Methoxybenzyl isothiocyanate (22 mg, 0.12 mmol) was added to a solution of 1-(RS)-[4-(3,4-dichlorobenzyl)piperazin-1-ylmethyl]-2-methylpropylamine(40 mg, 0.12 mmol) [prepared as described in Example 1 by substituting L-N-BOC-valine with DL-N-BOC-valine] in methylene chloride (1.5 ml). The reaction mixture was stirred for 2 h and then concentrated. Purification by flash chromatography with 20:1 methylene chloride: methanol as the eluant gave 1-{1-(RS)-[4-(3,4-dichlorobenzyl)piperazin-1-ylmethyl]-2-methylpropyl}-3-methoxybenzyl-2-thiourea (18 mg) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323223B1
Source datasetuspto-grants-2001_11
ORD IDord-2a11af390aa84223a064ad2291c1bb29
Source noteuspto-grants-2001_11