HuagongsheHuagongshe Chemistry Print Report · For research reference only
Farnesol → HCID 71735432, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Farnesol | HCID 445070 | — |
| Reactant | Methylthioisocyanate | HCID 21933440 | — |
| Reactant | O-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl) pyridin-3-ylcarbamothioate | HCID 86701128 | — |
| Product | HCID 71735432 | HCID 71735432 | 47% |
Reaction Steps
Similar to the preparation of 38a, the reaction of alcohol 5 with methyl thioisocyanate afforded the desired compound 43 in 47% yield (316 mg) as a viscous oil as a mixture of isomers: TLC Rf: 38 (10% EtOAc/hexanes): 1H NMR (300 MHz, CDCl3): δ 6.5 (br s, 0.3H), 6.2 (br s, 0.7H), 5.40-5.39 (m, 1H), 5.09-5.08 (m, 2H), 5.03-5.01 (d, 0.7H), 4.97-4.94 (d, 1.3H), 3.09-3.08 (d, 2H), 2.88-2.86 (d, 1H), 2.12-1.96 (m, 8H), 1.73-1.72 (m, 3H), 1.68 (m, 3H), 1.60 (m, 6H). 13CNMR (75 MHz, CDCl3): δ 143.1, 135.7, 131.6, 124.5, 123.8, 118.9, 118.2, 69.2, 67.6, 39.9, 39.8, 21.1, 30.0, 26.9, 26.4, 26.0, 18.0, 17.0, 16.9, 16.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045403B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-31e5c8e5c9964d42918881205245dabd |
| Source note | uspto-grants-2015_06 |