HuagongsheHuagongshe Chemistry Print Report · For research reference only
Fmoc-L-Tyr(tBu)-OH → (9H-fluoren-9-yl)methyl (S)-3-(4-tert-butoxyphenyl)-1-(((5-chlorothieno[3,2-b]pyridin-3-yl)methyl)((S)-1,1-diethoxypropan-2-yl)amino)-1-oxopropan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Fmoc-L-Tyr(tBu)-OH | HCID 10895791 | — |
| Reactant | (S)-N-((5-chlorothieno[3,2-b]pyridin-3-yl)methyl)-1,1-diethoxypropan-2-amine | HCID 86652569 | — |
| Product | (9H-fluoren-9-yl)methyl (S)-3-(4-tert-butoxyphenyl)-1-(((5-chlorothieno[3,2-b]pyridin-3-yl)methyl)((S)-1,1-diethoxypropan-2-yl)amino)-1-oxopropan-2-ylcarbamate | HCID 86698529 | 55.3% |
Reaction Steps
According to the procedure described in the synthesis method of Compound III-5, (S)—N-((5-chlorothieno[3,2-b]pyridin-3-yl)methyl)-1,1-diethoxypropan-2-amine (Compound IX-11) (996 mg, 3.03 mmol) was coupled with (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-tert-butoxyphenyl)propanoic acid (1.53 g, 3.33 mmol) and the obtained residue was purified by Büch silica gel column chromatography (eluent: chloroform:methanol=98:2) to obtain the title compound (1.29 g, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126981B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-e147bf0b34c049bc8ddd348c82674c76 |
| Source note | uspto-grants-2015_09 |