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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221407Generated: October 27, 2026

Water → {3-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-ethylamino)-ethyl]-phenyl}-carbamic acid benzyl ester

https://huagongshe.com/reaction/221407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-MethoxyethylamineHCID 8018—
Reactant1-(3-(Benzyloxycarbonylamino)phenyl)-2-(tert-butyldimethylsilyloxy)ethyl methanesulfonateHCID 86656264—
SolventTetrahydrofuranHCID 8028—
Product{3-[2-(tert-Butyl-dimethyl-silanyloxy)-1-(2-methoxy-ethylamino)-ethyl]-phenyl}-carbamic acid benzyl esterHCID 6732956230%

Reaction Conditions

Temperature70 °C

Reaction Steps

1-(3-(Benzyloxycarbonylamino)phenyl)-2-(tert-butyldimethylsilyloxy)ethyl methanesulfonate (3.5 g) was dissolved in dry THF (10 mL) and methoxyethylamine (5.4 g) was added in a sealed tube and heated to 70° C. for 16 hours. Water was added and the reaction mixture extracted with DCM (2×20 mL). The organic phase was separated, dried over Na2SO4 and concentrated to give the crude product, which was purified by column chromatography to give the title compound (1 g, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207167B2
Source datasetuspto-grants-2012_06
ORD IDord-e9fc3d3235594f4d82e3240deeefba30
Source noteuspto-grants-2012_06