HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 131727066, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | (rac.)-(1R*,5S*)-7-{4-[2-(tert-Butyldimethylsilanyloxy)ethoxy]phenyl}-3,9-diazabicyclo[3.3.1]non-6-ene-3,6,9-tricarboxylic acid 3-tert-butyl ester 6-ethyl ester 9-(2,2,2-trichloro-1,1-dimethylethyl) ester | HCID 44158059 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131727066 | HCID 131727066 | — |
Reaction Steps
As for compound S1, from H7 (5.80 g, 7.73 mmol), CH2Cl2 (60 mL), 4M HCl/dioxane (60 mL), THF (50 mL), DMAP (47 mg, 0.384 mmol), DIPEA (5.29 mL, 31.7 mmol), acetyl chloride (0.604 mL, 8.08 mmol), and MeOH (5 mL). Purification of the residue by FC (EtOAc/heptane 1:1→EtOAc MeOH/EtOAc 1:9) led to the title compound (3.07 g, 69%). Rf=0.20 (EtOAc). LC-MS: Rt=4.80; ES+: 576.93.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427613B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-4d9ce3e70f4a4423a9179679d6017a3d |
| Source note | uspto-grants-2008_09 |