HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Carbamoylphenyl)boronic acid → benzyl 2-(benzyloxy)-4-(N-((3''-carbamoyl-[1,1':4',1''-terphenyl]-4-yl)methyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Carbamoylphenyl)boronic acid | HCID 2737814 | — |
| Reactant | benzyl 2-(Benzyloxy)-4-(N-((4'-bromo-[1,1'-biphenyl]-4-yl)methyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoate | HCID 89765210 | — |
| Product | benzyl 2-(benzyloxy)-4-(N-((3''-carbamoyl-[1,1':4',1''-terphenyl]-4-yl)methyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoate | HCID 68076363 | 32% |
Reaction Steps
Aryl halide 5 was coupled to 3-carbamoylphenylboronic acid on a 0.1 mmol scale via General Procedure H to give 38 (38 mg, 32%): δH (400 MHz, CDCl3) 2.39 (s, 3H, CH3), 2.83 (s, 3H, CH3), 3.69 (s, 2H, CH2), 4.84 (s, 2H, CH2), 5.03 (s, 2H, CH2), 5.35 (s, 2H, CH2), 6.63 (s, 1H, CH), 6.70 (d, J=8.8 Hz, 1H, CH), 7.19 (d, J=8.0 Hz, 2H, CH), 7.30-7.36 (m, 10H, CH), 7.38-7.41 (m, 3H, CH), 7.54 (d, J=8.0 Hz, 2H, CH), 7.62 (d, J=8.0 Hz, 2H, CH), 7.67 (q, J=7.2 Hz, 4H, CH), 7.79 (t, 2H, J=7.6 Hz, CH), 7.85 (d, J=8.0 Hz, 1H, CH), 8.12 (s, 1H, CH). LRMS (ES+) Calcd for [C51H45N3O7S+Na] 866.29 found 866.51.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846707B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-4fa8ece6ffa74cc9825f35d8513a0288 |
| Source note | uspto-grants-2014_09 |