HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 117762815, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 131732774 | HCID 131732774 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 117762815 | HCID 117762815 | 90.5% |
Reaction Steps
To a solution of compound (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-((5-(methoxyimino)cyclopent-1-en-1-yl)oxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (110 mg, 0.16 mmol) in MeOH:THF:H2O (0.48 mL, 0.36 mL, 0.12 mL), LiOH.H2O (10.3 mg, 0.24 mmol) was added at 0° C. The reaction mixture was stirred for 1 h at r.t. After completion of the reaction as confirmed by TLC, the solvent was evaporated in vacuo. The crude compound obtained was purified by column chromatography (silica gel, 0.4:9.6 MeOH:DCM) to provide title compound (75 mg, 90.5%) as off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018249B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-7c9bf96410d14d5c991d03cbb846c150 |
| Source note | uspto-grants-2015_04 |