HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl-2,2-dimethyl-5-(4-(3-(3-(2,2,2-trifluoroacetyl)-1H-indol-1-yl)propyl)phenethyl)-1,3-dioxan-5-ylcarbamate → (1-(4-(3-Amino-4-hydroxy-3-(hydroxymethyl)butyl)phenylsulfonyl)-6-methoxy-1H-indol-3-yl)(3,4,5-trimethoxyphenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl-2,2-dimethyl-5-(4-(3-(3-(2,2,2-trifluoroacetyl)-1H-indol-1-yl)propyl)phenethyl)-1,3-dioxan-5-ylcarbamate | HCID 131733935 | — |
| 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 | — |
| Product | (1-(4-(3-Amino-4-hydroxy-3-(hydroxymethyl)butyl)phenylsulfonyl)-6-methoxy-1H-indol-3-yl)(3,4,5-trimethoxyphenyl)methanone | HCID 46195025 | 65% |
Reaction Steps
When the product of Step E was substituted for tert-butyl-2,2-dimethyl-5-(4-(3-(3-(2,2,2-trifluoroacetyl)-1H-indol-1-yl)propyl)phenethyl)-1,3-dioxan-5-ylcarbamate in Example 11, Step F, the identical process afforded the title compound in 65% yield, as colourless solid. 1H-NMR (D2O) 1.65-1.68 (m, 2H); 2.44-2.46 (m, 2H); 3.50 (s, 3H); 3.56 (s, 3H); 3.59 (s, 6H), 6.10 (d, 1H, J=8.77 Hz); 6.55 (broad s, 2H); 6.98 (s, 2H); 7.18-7.20 (m, 2H); 7.60-7.62 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-baecbfb258d4492385c7100da142ce0d |
| Source note | uspto-grants-2015_11 |