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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385274Generated: October 25, 2026

Methyl 3-(2-amino-2-methylpropyl)benzoate → (R)-Methyl 3-[2-[[2-[4-(benzyloxy)-3-[[(tert-butyldimethylsilyl)oxy]methyl]phenyl]-2-[(tert-butyldimethylsilyl)oxy]ethyl]amino]-2-methylpropyl]benzoate

https://huagongshe.com/reaction/385274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(2-amino-2-methylpropyl)benzoateHCID 57516949—
Reactant(R)-[1-[4-(Benzyloxy)-3-[[(tert-butyldimethylsilyl)oxy]methyl]phenyl]-2-bromoethoxy](tert-butyl)dimethylsilaneHCID 58505282—
SolventTriethylamineHCID 8471—
Product(R)-Methyl 3-[2-[[2-[4-(benzyloxy)-3-[[(tert-butyldimethylsilyl)oxy]methyl]phenyl]-2-[(tert-butyldimethylsilyl)oxy]ethyl]amino]-2-methylpropyl]benzoateHCID 8665906537%

Reaction Steps

Intermediate 6 (1.6 g, 2.89 mmol) and Intermediate 19 (900 mg, 4.3 mmol) were heated neat at 95° C. for 3 days. The reaction mixture was cooled then chromatography (3:1 Hexanes/EtOAc, 0.1% Et3N) afforded the title compound (730 mg, 37%). ES/MS calcd. for C40H62NO5Si2+ 692.4. found m/z=692.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367829B2
Source datasetuspto-grants-2013_02
ORD IDord-660776cfd68a4adcbc723e29f00614c3
Source noteuspto-grants-2013_02