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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294308Generated: October 31, 2026

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

https://huagongshe.com/reaction/2294308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantCBZ-L-ALANINOLHCID 10262499—
SolventDimethylformamideHCID 6228—
ProductBenzyl N-[2-t-Butyldimethylsilyloxy-1(S)-methylethyl]carbamateHCID 1430842097.2%

Reaction Steps

A procedure similar to that described in Preparation 8 was repeated, except that 7.00 g of (S)-2-benzyloxycarbonylaminopropanol (prepared as described in Preparation 31), 6.03 g of t-butyldimethylsilyl chloride, 5.45 g of imidazole and 100 ml of anhydrous dimethylformamide were used, to give 10.52 g of the title compound having an Rf value of 0.48 (on silica gel thin layer chromatography, using a 1:7 by volume mixture of ethyl acetate and hexane as the developing solvent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688823
Source datasetuspto-grants-1997_11
ORD IDord-c93cf583370f44f28e37857f088e2044
Source noteuspto-grants-1997_11