HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-{2-[(2R)-2-(tert-butyldimethyl silanyloxy)-2-(4-hydroxy-3-hydroxymethyl-phenyl)ethylamino]-2-methylpropyl}benzoic acid → 3-[2-({(2R)-2-{[tert-Butyl(dimethyl)silyl]oxy}-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)-2-methyl propyl]-N-[2-(4-chlorophenyl)ethyl]-N-ethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-{2-[(2R)-2-(tert-butyldimethyl silanyloxy)-2-(4-hydroxy-3-hydroxymethyl-phenyl)ethylamino]-2-methylpropyl}benzoic acid | HCID 57978309 | — |
| Reactant | [2-(4-Chloro-phenyl)-ethyl]-ethyl-amine hydrochloride | HCID 69026677 | — |
| Product | 3-[2-({(2R)-2-{[tert-Butyl(dimethyl)silyl]oxy}-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)-2-methyl propyl]-N-[2-(4-chlorophenyl)ethyl]-N-ethylbenzamide | HCID 69025963 | 43% |
Reaction Steps
The title compound was prepared from 3-{2-[(2R)-2-(tert-butyldimethylsilanyloxy)-2-(4-hydroxy-3-hydroxy methyl-phenyl)ethylamino]-2-methylpropyl}benzoic acid (preparation 37) and [2-(4-chloro-phenyl)-ethyl]-ethyl-amine hydrochloride (preparation 81), using a similar method to that of preparation 109, as a white solid in 43% yield. 1H NMR (400 MHz, CD3OD) 7.90-6.90 (10H, m), 6.72 (1H, d), 4.69 (1H, m), 4.63 (2H, m), 3.70 (1H, m), 3.61 (1H, m), 3.49 (1H, m), 3.10 (1H, m), 3.03-2.58 (6H, m), 1.29-1.26, 1.07-1.01 (9H, 2×m), 0.82 (9H, s), 0.01 (3H, s), -0.18 (3H, s) ppm; LRMS APCI m/z 639 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629358B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-bacb92d44b1045e9b86da58fee433ff7 |
| Source note | uspto-grants-2009_12 |