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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81875Generated: October 30, 2026

(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

https://huagongshe.com/reaction/81875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-Carbamoylphenyl)boronic acidHCID 2737814—
Reactantbenzyl 2-(Benzyloxy)-4-(N-((4'-bromo-[1,1'-biphenyl]-4-yl)methyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoateHCID 89765210—
Productbenzyl 2-(benzyloxy)-4-(N-((3''-carbamoyl-[1,1':4',1''-terphenyl]-4-yl)methyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoateHCID 6807636332%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846707B2
Source datasetuspto-grants-2014_09
ORD IDord-4fa8ece6ffa74cc9825f35d8513a0288
Source noteuspto-grants-2014_09