HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360166Generated: October 29, 2026
Ethyl diazoacetate → (S)-(2-t-butoxycarbonylamino-1-methyl-ethoxy)-acetic acid ethyl ester
https://huagongshe.com/reaction/1360166
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | N-Boc-(S)-1-amino-2-propanol | HCID 11789722 | — |
| Catalyst | Rhodium acetate | HCID 168478 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | (S)-(2-t-butoxycarbonylamino-1-methyl-ethoxy)-acetic acid ethyl ester | HCID 86621906 | 69.4% |
Reaction Steps
1.16 g (6.61 mmol) of (S)-(2-hydroxy-propyl)-carbamic acid t-butyl ester was dissolved in 20 mL of dichloroethane, then 0.66 mL (9.84 mmol) of ethyl diazoacetate was added thereto. 57 mg (0.12 mmol) of rhodium acetate was dropwise added thereto, and then heated to at 80° C. for 2 hour. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography to give 1.2 g (4.59 mmol) of the title compound in a yield of 69%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879848B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-cb3a68af140f42c8a17e551722efc526 |
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| Source note | uspto-grants-2011_02 |
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