HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161220Generated: October 29, 2026
Methanol → (R)-Methyl 3-hydroxy-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)propanoate
https://huagongshe.com/reaction/1161220
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-nitro-1H-isochromen-1-one | HCID 10012760 | — |
| Reactant | D-Serine methyl ester hydrochloride | HCID 11446470 | — |
| Product | (R)-Methyl 3-hydroxy-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)propanoate | HCID 67088204 | — |
Reaction Steps
A round bottom flask was charged with 5-nitro-isochromen-1-one (10 g, 0.05 mol), methanol (200 mL, 5 mol), triethylamine (18 mL, 0.13 mol) and (R)-methyl 2-amino-3-hydroxypropanoate hydrochloride (9.8 g, 0.063 mol) where by the reaction became homogeneous. The reaction was then heated at 70° C. overnight. The solvent was removed and the residue purified by flash chromatography (120 g silica gel, 0-10% MeOH/DCM) to obtain the product as a yellow solid. MS m/z=293.5 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07816371B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-eba4df6ebde144efb9e9026d1407c533 |
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| Source note | uspto-grants-2010_10 |
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