Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 68540610 | HCID 68540610 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68548837 | HCID 68548837 | 86% |
Reaction Steps
tert-Butyl bromoacetate (0.082 ml, 0.56 mmol, 1.3 equiv) was added to a mixture of NaOt-Bu (50 mg, 1.2 equiv) and 1-hydroxy-3,8-dithia-cyclopenta[a]indene-2-carboxylic acid methyl ester (113 mg, 0.43 mmol, 1 equiv) in DMF (10 ml). The resulting mixture was stirred at 60° C. for 16 hr. Addition of water followed by extraction with EtOAc and washing with water left crude product. Purification by column chromatography gave 140 mg (86%) of 1-tert-butoxycarbonylmethoxy-3,8-dithia-cyclopenta[a]indene-2-carboxylic acid methyl ester as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07674822B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-0f86bcc9bdf74aec8c75936ab88d0362 |
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| Source note | uspto-grants-2010_03 |
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