HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylpentyn-3-ol → Tert-butyl 3-hydroxy-3-(3-(3-hydroxy-4-methylpent-1-ynyl)phenyl)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylpentyn-3-ol | HCID 98279 | — |
| Reactant | Tert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamate | HCID 57608439 | — |
| Product | Tert-butyl 3-hydroxy-3-(3-(3-hydroxy-4-methylpent-1-ynyl)phenyl)propylcarbamate | HCID 66629349 | — |
Reaction Steps
Sonogashira reaction of 39 with 4-methyl-pent-1-yn-3-ol yielded tert-butyl 3-hydroxy-3-(3-(3-hydroxy-4-methylpent-1-ynyl)phenyl)propylcarbamate as dark brown oil. Yield (1.73 g, 81%): 1H NMR (400 MHz, CDCl3) δ 7.44 (s, 1H), 7.28-7.34 (m, 3H), 4.86 (bs, 1H), 4.72 (bs, 1H), 4.39 (t, J=6.0 Hz, 1H), 3.46-3.51 (m, 2H), 3.11-3.19 (m, 1H), 1.78-2.04 (m, 4H), 1.45 (s, 9H), 1.02 (d, J=7.2 Hz, 3H), 1.06 (d, J=7.2 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076516B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-06a59f9421e7434faacbd309e41acbcb |
| Source note | uspto-grants-2011_12 |