Neprilysin inhibitors
US-2015376128-A1 · Dec 31, 2015 · US
US2026042733A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2026042733-A1 |
| Application number | US-202519366145-A |
| Country | US |
| Kind code | A1 |
| Filing date | Oct 22, 2025 |
| Priority date | Nov 19, 2019 |
| Publication date | Feb 12, 2026 |
| Grant date | — |
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The present invention provides a production method suitable for industrial production of (2S,3S)-3-amino-2-(3-bromo-2-fluorobenzyl)pyrrolidine having a protecting group at the 1-position.
Opening claim text (preview).
1 . A method for producing N-[(4-methylphenyl)sulfonyl]-L-phenylalanine salt of (2S,3S)-3-amino-2-(3-bromo-2-fluorobenzyl)pyrrolidine having a protecting group at the 1-position, which comprises Step 2: a step of subjecting 2-(3-bromo-2-fluorobenzyl)-3-(methoxyimino)pyrrolidine having a protecting group at the 1-position to a reduction reaction; and Step 3: a step of subjecting the product obtained in Step 2 to optical resolution using salt formation with N-[(4-methylphenyl)sulfonyl]-L-phenylalanine. 2 . The method according to claim 1 , wherein the reduction reaction is carried out in the presence of zirconium (IV) chloride. 3 . Tert-Butyl (2S,3S)-3-amino-2-(3-bromo-2-fluorobenzyl)pyrrolidine-1-carboxylate N-[(4-methylphenyl)sulfonyl]-L-phenylalanine salt. 4 . A method for producing 2-(3-bromo-2-fluorobenzyl)-3-(methoxyimino)pyrrolidine having a protecting group at the 1-position, which comprises Step 1: a step of reacting 2-(3-bromo-2-fluorobenzyl)-3-oxopyrrolidine having a protecting group at the 1-position with O-methylhydroxylamine or a salt thereof. 5 . Tert-Butyl 2-(3-bromo-2-fluorobenzyl)-3-(methoxyimino)pyrrolidine-1-carboxylate.
Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups · CPC title
Nitrogen atoms not forming part of a nitro radical · CPC title
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