HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl-5-(4-(6-methoxy-3-(3,4,5-trimethoxybenzoyl)-1H-indol-1-ylsulfonyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 131733939 | — |
| Reactant | tert-Butyl-5-(4-(N-(3-methoxyphenyl)-N-methylsulfamoyl)phenethyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 131733943 | — |
| Product | 4-(3-Amino-4-hydroxy-3-(hydroxymethyl)butyl)-N-(3-methoxy-phenyl)-N-methyl benzenesulfonamide | HCID 58078807 | 80% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-892d49e041ca4b7dae8151bf281af359 |
| Source note | uspto-grants-2015_11 |