HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → [(2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-[3-[(4-bromophenyl)methyl]-4-methyl-indolin-1-yl]tetrahydropyran-2-yl]methyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-[(4-Bromophenyl)methyl]-4-methyl-indoline | HCID 118021312 | — |
| Reactant | [(2R,4S,5R,6S)-3,4,5,6-tetraacetoxytetrahydropyran-2-yl]methyl acetate | HCID 118021333 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | [(2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-[3-[(4-bromophenyl)methyl]-4-methyl-indolin-1-yl]tetrahydropyran-2-yl]methyl acetate | HCID 118021460 | 34% |
Reaction Steps
Add [(2R,4S,5R,6S)-3,4,5,6-tetraacetoxytetrahydropyran-2-yl]methyl acetate (10.6 mmol) and 3-[(4-bromophenyl)methyl]-4-methyl-indoline (10.6 mmol) to a solution of acetic acid (69.8 mmol) in methanol (80 mL). Stir at room temperature overnight. Filter the reaction mixture through a glass frit and wash the filter cake with methanol (2×10 mL). Dry the filter cake under vacuum to yield the title compound (2.3g, 3.6 mmol): MS (m/z): 632 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145435B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-997de43c89c74f758b071363fdcc4b44 |
| Source note | uspto-grants-2015_09 |