HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084536Generated: October 31, 2026
Acetic-formic anhydride → (R)-3-(Benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionic acid
https://huagongshe.com/reaction/2084536
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic-formic anhydride | HCID 75269 | — |
| Reactant | (2R)-3-cyclopentyl-2-({[(phenylmethyl)oxy]amino}methyl)propanoic acid | HCID 21305250 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-3-(Benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionic acid | HCID 21305218 | 94% |
Reaction Steps
Formic acetic anhydride (27.78 g, 0.32 mol) followed by TEA (52.7 mL, 0.38 mol) were added to a cooled (0° C.) solution of 2(R)-(benzyloxyamino-methyl)-3-cyclopentyl-propionic acid in THF (180 mL). The reaction mixture was stirred for 1 hour at 0° C. and then at room temperature for 1 hour before the solvent was removed in vacuo. The residue was purified by column chromatography (SiO2, 25-100% EtOAc in hexanes) to give the title compound as a colourless oil (36.10 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06716878B1 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-f6313d481c6443c9a76d34e0947fc138 |
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| Source note | uspto-grants-2004_04 |
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