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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81873Generated: October 25, 2026

4-Aminocarbonylphenylboronic acid → Benzyl 2-(Benzyloxy)-4-(N-((4'-Carbamoylbiphenyl-4-Yl)Methyl)-2-(N,4-Dimethyl Phenylsulfonamido)Acetamido)Benzoate

https://huagongshe.com/reaction/81873

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Aminocarbonylphenylboronic acidHCID 2737811—
ReactantBenzyl 2-(benzyloxy)-4-(N-(4-bromobenzyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoateHCID 66728422—
ProductBenzyl 2-(Benzyloxy)-4-(N-((4'-Carbamoylbiphenyl-4-Yl)Methyl)-2-(N,4-Dimethyl Phenylsulfonamido)Acetamido)BenzoateHCID 68076518—

Reaction Steps

Aryl halide 9 was coupled to 4-carbamoylphenylboronic acid to give 34 on a 0.1 mmol scale via General Procedure H (62 mg, 49%): δH (400 MHz, CDCl3) 2.38 (s, 3H, CH3), 2.82 (s, 3H, CH3), 3.68 (s, 2H, CH2), 4.39 (s, 2H, CH2), 5.03 (s, 2H, CH2), 5.34 (s, 2H, CH2), 5.91 (s, 1H, NH2), 6.44 (s, 1H, NH), 6.65 (s, 1H, CH2), 6.68 (d, 1H, CH), 7.19 (d, J=6.0 Hz, 2H, CH), 7.24-7.35 (m, 4H, CH), 7.38-7.41 (m, 2H, CH), 7.44-7.50 (m, 6H, CH), 7.53 (d, J=4.8 Hz, 1H, CH), 7.59 (s, 2H, CH), 7.61 (s, 2H, CH), 7.64 (d, J=5.4 Hz, 2H, CH), 7.68 (d, J=5.4 Hz, 2H, CH), 7.83 (d, J=6.3 Hz, 1H, CH), 7.89 (d, J=6.0 Hz, 2H, CH); δC (100 MHz, CDCl3) 21.3, 35.9, 51.3, 52.7, 66.9, 70.6, 113.9, 119.9, 120.8, 126.8, 126.9, 127.1, 127.3, 127.9, 128.1, 128.1, 128.3, 128.4, 128.4, 129.4, 131.8, 131.8, 131.8, 131.9, 132.0, 132.8, 133.0, 135.1, 135.5, 135.6, 136.3, 139.1, 143.2, 143.8, 144.8, 158.7, 165.2, 167.0, 168.8; LRMS (ES+) calcd for [C45H41N3O7S+H] 768.27 found 768.27.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846707B2
Source datasetuspto-grants-2014_09
ORD IDord-143e2ccd80f046d3973801f3818fd430
Source noteuspto-grants-2014_09