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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901683Generated: October 30, 2026

Imidazole → Benzyl N-[2-t-Butyldimethylsilyloxy-1(R)-methylethyl]carbamate

https://huagongshe.com/reaction/1901683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantCBZ-L-ALANINOLHCID 10262499—
SolventDimethylformamideHCID 6228—
ProductBenzyl N-[2-t-Butyldimethylsilyloxy-1(R)-methylethyl]carbamateHCID 2286757784.7%

Reaction Steps

A procedure similar to that described in Preparation 8 was repeated, except that 12.54 g of (5)-2-benzyloxycarbonylaminopropanol (prepared as described in Preparation 23), 9.97 g of t-butyldimethylsilyl chloride, 4.90 g of imidazole and 150 ml of anhydrous dimethylformamide were used, to give 16.43 g of the title compound having an Rf value of 0.54 (on silica gel thin layer chromatography, using a 1:4 by volume mixture of ethyl acetate and hexane as the developing solvent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05578620
Source datasetuspto-grants-1996_11
ORD IDord-02ee27ff147649508df7eb54d24e0ef6
Source noteuspto-grants-1996_11