HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Benzodioxole-5-carbonyl chloride → 18-(3,4-Methylenedioxybenzoyloxy)-14-tert-butoxycarbonylamino-4-cyclopropylsulfonylaminocarbonyl-2,15-dioxo-3,16-diazatricyclo-[14.3.0.04,6]-nonadec-7-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Benzodioxole-5-carbonyl chloride | HCID 2734749 | — |
| Reactant | tert-butyl N-[4-(cyclopropylsulfonylcarbamoyl)-18-hydroxy-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-en-14-yl]carbamate | HCID 68797769 | — |
| Product | 18-(3,4-Methylenedioxybenzoyloxy)-14-tert-butoxycarbonylamino-4-cyclopropylsulfonylaminocarbonyl-2,15-dioxo-3,16-diazatricyclo-[14.3.0.04,6]-nonadec-7-ene | HCID 72445383 | 35.1% |
Reaction Steps
Prepared by way of method I using 18-hydroxy-14-tert-butoxycarbonylamino-4-cyclopropylsulfonylaminocarbonyl-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]-nonadec-7-ene (100 mg, 0.175 mmol) and 3,4-methylenedioxybenzoyl chloride (65 μL, 0.35 mmol). The final trituration (diethyl ether/hexane) and filtration gave 44 mg (35%) of 18-(3,4-methylenedioxybenzoyloxy)-14-tert-butoxycarbonylamino-4-cyclopropylsulfonylaminocarbonyl-2,15-dioxo-3,16-diazatricyclo-[14.3.0.04,6]-nonadec-7-ene as a white powder: 98.6% pure (HPLC), MS m/z 717 (M+H)+, HRMS: calcd. 717.2806 and found 717.2789 (M+H)+, mp 153-155° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772183B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-d5d0f92c60d54f68941f38a7c0509b97 |
| Source note | uspto-grants-2010_08 |