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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81870Generated: October 25, 2026

4-Methoxycarbonylphenylboronic acid → Methyl 4'-((N-(3-(Benzyloxy)-4-(Benzyloxycarbonyl)Phenyl)-2-(N,4-Dimethylphenyl-Sulfonamido)Acetamido)Methyl)Biphenyl-4-Carboxylate

https://huagongshe.com/reaction/81870

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxycarbonylphenylboronic acidHCID 2734369—
ReactantBenzyl 2-(benzyloxy)-4-(N-(4-bromobenzyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoateHCID 66728422—
ProductMethyl 4'-((N-(3-(Benzyloxy)-4-(Benzyloxycarbonyl)Phenyl)-2-(N,4-Dimethylphenyl-Sulfonamido)Acetamido)Methyl)Biphenyl-4-CarboxylateHCID 68075900—

Reaction Steps

Aryl halide 9 was coupled to 4-(methoxycarbonyl)phenylboronic acid to give 31, on a 0.1 mmol scale via General Procedure H (53 mg, 52%): δH (400 MHz, CDCl3) 2.39 (s, 3H, CH3), 2.82 (s, 3H, CH3), 3.68 (s, 2H, CH2), 3.93 (s, 3H, CH3), 4.84 (s, 2H, CH2), 5.03 (s, 2H, CH2), 5.34 (s, 2H, CH2), 6.64 (s, 1H, CH), 6.68 (dd, J=8.4 and 1.2 Hz, 1H, CH), 7.19 (d, J=8.0 Hz, 2H, CH), 7.23-7.34 (m, 8H, CH), 7.37-7.40 (m, 2H, CH), 7.50-7.54 (m, 3H, CH), 7.60 (d, J=8.0 Hz, 2H, CH), 7.22 (d, J=8.4 Hz, 2H, CH), 7.70 (dd, J=5.6 and 3.2 Hz, 1H, CH), 7.83 (d, J=8.0 Hz, 1H, CH) 8.09 (d, 2H, J=8.4 Hz, CH); δC (100 MHz, CDCl3) 21.4, 36.0, 51.4, 52.1, 52.8, 67.0, 70.7, 114.1, 120.0, 120.9, 126.8, 126.9, 127.3, 127.4, 128.0, 128.2, 128.2, 128.5, 128.6, 128.7, 129.0, 129.4, 129.5, 130.1, 132.4, 133.1, 135.3, 135.7, 135.7, 136.5, 139.3, 143.3, 144.8, 144.9, 158.8, 166.8, 167.0, 167.7; LRMS (ES+) calcd for [C46H42N2O8S+H] 783.27 found 783.26.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846707B2
Source datasetuspto-grants-2014_09
ORD IDord-6a9c8f24627a456e837aedb9e560871c
Source noteuspto-grants-2014_09