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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1279035Generated: November 1, 2026

4-Methoxybenzenesulfonyl chloride → HCID 69780457, compound

https://huagongshe.com/reaction/1279035

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzenesulfonyl chlorideHCID 7401—
Reactant4-tert-Butyl hydrogen L-aspartateHCID 7010570—
Reactant1,1-Dimethylethyl 1-[(1-amino-6-isoquinolinyl)methyl]-2-oxo-2-(1-piperidinyl)ethyl-carbamateHCID 22665607—
ReactantN-[1-[(1-Amino-6-isoquinolinyl)methyl]-2-oxo-2-(1-piperidinyl)ethyl]-2-[[(3,4-dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-yl)sulfonyl]amino]acetamide hydrochlorideHCID 22665631—
ReactantHCID 69781634HCID 69781634—
ProductHCID 69780457HCID 69780457—

Reaction Steps

The procedure described for 5c was used. Deprotection of 100 mg of 5a and coupling with 99 mg of (2S)-[[(4-methoxyphenyl)sulfonyl]amino]butanedioic acid 4-(1,1-dimethylethyl)ester (prepared from Asp(OtBu)-OH and 4-methoxyphenylsulfonylchloride using the procedure described for 5b) yielded the title compound (85 mg) as a mixture of diastereomers (1:1). 1H-NMR 400 MHz (CD3OD) δ: 1.25-1.67 (6H, m), 1.32 and 1.35 (9H, 2× s), 2.18-2.48 (2H, m), 3.96-3.55 (6H, m), 3.83 and 3.86 (3H, 2× s), 4.04-4.14 (1H, m), 5.05-5.17 (1H, m), 6.99-7.05 (2H, m), 7.19-7.23 (1H, m), 7.51-7.79 (5H, m), 8.30-8.36 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06444672B1
Source datasetuspto-grants-2002_09
ORD IDord-22d1e88ca4dc4c64b8aaa919016b196d
Source noteuspto-grants-2002_09