HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → [1-[3-(3-Pyridinyl)propyl]-4-(3-pyridinyl)butyl]carbamic acid 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | alpha-[3-(3-Pyridinyl)propyl]-3-pyridinepentanoic acid | HCID 15097555 | — |
| Product | [1-[3-(3-Pyridinyl)propyl]-4-(3-pyridinyl)butyl]carbamic acid 1,1-dimethylethyl ester | HCID 15097556 | — |
Reaction Steps
As in Example 36, 8.8 g of alpha-[3-(3-pyridinyl)propyl]-3-pyridinepentanoic acid, when reacted with 9.1 g of diphenylphosphorylazide in 75 mL of t-butanol containing 4.1 mL of triethylamine furnished 11.1 g of product. Purification of the crude by HPLC (ethyl acetate-methanol; 13:1) yielded 5.5 g of 1-[3-(3-pyridinyl)propyl]-4-(3-pyridinyl)butyl]carbamic acid 1,1-dimethylethyl ester as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04788206 |
| Source dataset | uspto-grants-1988_11 |
| ORD ID | ord-911d36d904bd45fab6147fe551994962 |
| Source note | uspto-grants-1988_11 |