HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-1-(3-phenoxyphenyl)ethan-1-ol → 5-((2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-{[2-hydroxy-2-(3-phenoxyphenyl)ethyl]amino}-3-oxopropyl)-2-(carboxymethoxy)benzoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-1-(3-phenoxyphenyl)ethan-1-ol | HCID 15633611 | — |
| Reactant | (2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-[3-(methoxycarbonyl)-4-(2-methoxy-2-oxoethoxy)phenyl]propanoic acid | HCID 57019224 | — |
| Product | 5-((2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-{[2-hydroxy-2-(3-phenoxyphenyl)ethyl]amino}-3-oxopropyl)-2-(carboxymethoxy)benzoic Acid | HCID 57071846 | 21.1% |
Reaction Steps
Synthesis was performed from (2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-[3-(methoxycarbonyl)-4-(2-methoxy-2-oxoethoxy)phenyl]propanoic acid (96 mg, 0.16 mmol) and 2-amino-1-(3-phenoxyphenyl)-1-ethanol (45 mg, 0.20 mmol) according to Method C with HPLC purification to give the title compound (25 mg) as a diasteromeric mixture. 1H-NMR (400 MHz, CD3OD) d 7.59 (d, J=1.7 Hz, 1H), 6.87 (dd, J=1.2 Hz, J=8.3 Hz, 1H), 4.66 (m, 3H), 4.55 (t, J=7.0 Hz, 1H), 4.23 (m, 1H), 3.02 (m, 2H), 3.52 (m, 1H), 2.90 (m, 1H), 2.69 (m, 1H), 1.34 (s, 9H); HRMS m/z 741.2925 (calc. of monoisotopic mass for C40H43N3O11 gives 741.2898).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06410585B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-25928ebe23cc4cfbb366e75ee9ee44ef |
| Source note | uspto-grants-2002_06 |