HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 131734380, compound → HCID 89616727, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 131734380 | HCID 131734380 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 89616727 | HCID 89616727 | 54.9% |
Reaction Steps
tert-Butyl (3,4-bis(benzyloxy)-5-(dimethylcarbamoyl)-1-(4-methoxyphenyl)-1H-pyrrol-2-yl)sulfonyl carbamate (10) (166 mg, 0.26 mmol) in methanol (2.5 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1 mL/min at 30° C. under H2 (full H2 mode). The output was concentrated in vacuo to afford tert-butyl (5-(dimethylcarbamoyl)-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrol-2-yl)sulfonylcarbamate (UL1-030) (65 mg, 52%) as a yellow solid: m/z 456 (M+H)+ (ES+); 454 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 11.04 (s, 1H), 8.75 (s, 1H), 8.35 (s, 1H), 7.07-7.00 (m, 2H), 6.92-6.86 (m, 2H), 3.77 (s, 3H), 2.80 (br s, 6H), 1.35 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-3caf3b7c91f94c73b64a0ecc2c49111e |
| Source note | uspto-grants-2015_12 |