HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712980Generated: October 29, 2026
Ammonium formate → Tert-butyl 10-(hydroxymethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate
https://huagongshe.com/reaction/712980
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | Tert-butyl 8-benzyl-10-(hydroxymethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate | HCID 70872728 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Product | Tert-butyl 10-(hydroxymethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate | HCID 70872648 | 99.1% |
Reaction Steps
A mixture of tert-butyl 8-benzyl-10-(hydroxymethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (4.10 g, 10.9 mmol), ammonium formate (6.87 g, 109 mmol) and Pd(OH)2 (1.53 g, 10.9 mmol) was heated at 60° C. for 1 h. The reaction mixture was cooled, filtered, and concentrated in vacuo to provide tert-butyl 10-(hydroxymethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (3.10 g, 10.8 mmol, 99%). ESI-MS m/z calc. 286.2. found 287.2 (M+1)+; Retention time: 0.75 minutes (3 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181273B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-9b5b20f82df34395af6132cca684f5de |
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| Source note | uspto-grants-2015_11 |
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