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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73329Generated: October 26, 2026

Hydrochloric Acid → (Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl ester

https://huagongshe.com/reaction/73329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1,3,3-TetramethylguanidineHCID 66460—
ReactantMethyl 2-{[(benzyloxy)carbonyl]amino}-2-(dimethyl phosphono)acetateHCID 2734718—
Reactant5-Benzyloxy-2-bromo-4-methylbenzaldehydeHCID 20631582—
SolventDichloromethaneHCID 6344—
Product(Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl esterHCID 5843721858.1%

Reaction Steps

To a solution of 5-benzyloxy-2-bromo-4-methylbenzaldehyde (0.39 g) and N-(benzyloxycarbonyl)-alpha-phosphonoglycine trimethyl ester (0.38 g) in dichloromethane (2 mL) was added 1,1,3,3-tetramethylguanidine (0.18 g) at room temperature and this mixture was stirred at room temperature for 2 days. To this reaction mixture was added 1 mol/L hydrochloric acid and the precipitated solid was collected by filtration, and washed with water, dried under reduced pressure to give the title compound (0.34 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829040B2
Source datasetuspto-grants-2014_09
ORD IDord-f0d1e1fc7fdd44439eaa6393771c1681
Source noteuspto-grants-2014_09