HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 3-(2'-benzyloxy-biphenyl-4-yl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2-(Benzyloxy)phenyl)boronic acid | HCID 2773253 | — |
| Reactant | 3-(2'-Benzyloxy-biphenyl-4-yl)-2-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester | HCID 68860691 | — |
| Reactant | 3-(4-bromo-phenyl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester | HCID 68862812 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 3-(2'-benzyloxy-biphenyl-4-yl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid | HCID 57591438 | 95.3% |
Reaction Steps
The methyl ester of the title compound was prepared by coupling of the 3-(4-bromo-phenyl)-(2S)-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester (1.24 mmol, 0.600 g) and 2-benzyloxyphenyl boronic acid (2.48 mmol, 0.567 g) with Pd (PPh3)4 (0.124 mmol, 0.143 g) as catalyst and Na2CO3 (3.732 mmol) as per Procedure D. The resulting 3-(2′-Benzyloxy-biphenyl-4-yl)-2-[5-chloro-2-(2-methyl-butylamino)-benzoylamino]-propionic acid methyl ester (0.430 g) was then hydrolyzed as per Procedure C to yield the title compound (0.400 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501538B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-d0936e14042a432d8d096e61ad02b1e7 |
| Source note | uspto-grants-2009_03 |