HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 117642458, compound → HCID 89625044, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 117642458 | HCID 117642458 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 89625044 | HCID 89625044 | 95.1% |
Reaction Steps
A solution of ethyl 4-(benzyloxy)-3-(((bis(benzyloxy)phosphoryl)oxy)methoxy)-5-(dimethylcarbamoyl)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (61) (102 mg, 0.14 mmol) in MeOH (5 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1 mL/min at 45° C. under H2 (full H2 mode). The output was concentrated in vacuo to afford ethyl 5-(dimethylcarbamoyl)-4-hydroxy-1-(4-methoxyphenyl)-3-((phosphonooxy)methoxy)-1H-pyrrole-2-carboxylate (UL1-115) (61 mg, 93%) as a white solid: m/z 459 (M+H)+ (ES+); 457 (M−H)− (ES−), 1H NMR (400 MHz, DMSO-d6) δ: 7.11-7.05 (m, 2H), 6.91-6.84 (m, 2H), 5.45 (d, J=16 Hz, 2H), 3.98 (q, J=7.1 Hz, 2H), 3.77 (s, 3H), 2.98 (br s, 3H) 2.74 (br s, 3H), 1.01 (t, J=7.0 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221756B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-c26849cda8df4b3cbd14ec85921cbdea |
| Source note | uspto-grants-2015_12 |