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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710339Generated: October 29, 2026

tert-Butyl-5-(4-(6-methoxy-3-(3,4,5-trimethoxybenzoyl)-1H-indol-1-ylsulfonyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate → 4-(3-Amino-4-hydroxy-3-(hydroxymethyl)butyl)-N-(3-methoxy-phenyl)-N-methyl benzenesulfonamide

https://huagongshe.com/reaction/710339

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl-5-(4-(6-methoxy-3-(3,4,5-trimethoxybenzoyl)-1H-indol-1-ylsulfonyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 131733939—
Reactanttert-Butyl-5-(4-(N-(3-methoxyphenyl)-N-methylsulfamoyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 131733943—
Product4-(3-Amino-4-hydroxy-3-(hydroxymethyl)butyl)-N-(3-methoxy-phenyl)-N-methyl benzenesulfonamideHCID 5807880780%

Reaction Steps

When the product of Step D was substituted for tert-butyl-5-(4-(6-methoxy-3-(3,4,5-trimethoxybenzoyl)-1H-indol-1-ylsulfonyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate in Example 13, Step F, the similar process afforded the title compound in 80% yield, as colourless solid. 1H-NMR (CDCl3) 1.87-1.93 (m, 2H); 2.65-2.71 (m, 2H); 3.05 (s, 3H); 3.62 (s, 3H); 3.70 (5, 4H); 6.55 (tr, 1H, J=2.20 Hz); 6.62 (d, 1H, J=7.62 Hz); 6.85 (dd, 1H, J=2.41, 8.34 Hz); 7.19 (tr, 1H, J=8.22 Hz); 7.34 (d, 2H, J=8.36 Hz); 7.43 (d, 2H, J=8.31 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-892d49e041ca4b7dae8151bf281af359
Source noteuspto-grants-2015_11