HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917364Generated: October 30, 2026
Benzyl chloroformate → [(1S,5S)-3-Benzyloxycarbonyl-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/1917364
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | [(1S,5S)-3-[(1R)-1-Phenylethyl]-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl ester | HCID 67490892 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | [(1S,5S)-3-Benzyloxycarbonyl-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl ester | HCID 67490914 | 95% |
Reaction Steps
[(1S,5S)-3-[(1R)-1-Phenylethyl]-3-azabicyclo[3.3.0]oct-7-en-1-yl]carboxylic acid tert-butyl ester (370 mg, 1.18 mmol) was dissolved in dichloroethane (3 mL). Benzyloxycarbonyl chloride (1.01 g, 5.90 mmol) was added, and the mixture was stirred at 40° C. for three hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography (10% ethyl acetate/hexane) to give 385 mg of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618094B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-129a72ee8a2a400dbdf71a1171493c78 |
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| Source note | uspto-grants-2013_12 |
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