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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33019Generated: October 25, 2026

(L)-ethyl lactate → 2-({4-[6-Methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phenoxy-phosphinoyloxy)-propionic Acid Ethyl Ester

https://huagongshe.com/reaction/33019

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(L)-ethyl lactateHCID 92831—
ReactantPyBOPHCID 2724699—
Reactant{4-[6-Methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phosphonic Acid Monophenyl EsterHCID 76548829—
SolventPyridineHCID 1049—
Product2-({4-[6-Methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phenoxy-phosphinoyloxy)-propionic Acid Ethyl EsterHCID 7654620283%

Reaction Steps

To a solution of {4-[6-methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phosphonic acid monophenyl ester (25 mg, 0.048 mmol) and ethyl (S)-(−)-lactate (34 mg, 0.288 mmol) in pyridine (1 mL) was added PyBOP (125 mg, 0.24 mmol). The solution was stirred at room temperature for 16 hours and concentrated. The residue was purified by RP HPLC using a C18 column with a gradient of H2O, 0.1% TFA-acetonitrile, 0.1% TFA to provide 24 mg (83%) of the desired product. MS (m/z) 641 [M+Na]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427636B2
Source datasetuspto-grants-2008_09
ORD IDord-8a947f7021f84321aabea44ce377ef1f
Source noteuspto-grants-2008_09