Sodium Hydroxide → HCID 89720726, compound

HRID 63736Notes

Reaction equation

C([O:4][C:5](=[O:40])[C@@H:6]([NH:25][C:26]([C:28]1([CH2:33][CH2:34][CH2:35][CH2:36][N:37]=[N+:38]=[N-:39])[CH2:32][CH2:31][CH2:30][CH2:29]1)=[O:27])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:15](=[O:24])[N:16]([CH3:23])[C:17](=[O:22])[N:18]([CH3:21])[C:19]=2[CH3:20])=[CH:10][CH:9]=1)CC.[OH-].[Na+]>>[N:37]([CH2:36][CH2:35][CH2:34][CH2:33][C:28]1([C:26]([NH:25][C@@H:6]([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]3[C:15](=[O:24])[N:16]([CH3:23])[C:17](=[O:22])[N:18]([CH3:21])[C:19]=3[CH3:20])=[CH:12][CH:13]=2)[C:5]([OH:40])=[O:4])=[O:27])[CH2:32][CH2:31][CH2:30][CH2:29]1)=[N+:38]=[N-:39]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 89720754(S)-2-[[1-(4-azidobutyl)cyclopentanecarbony]amino]-3-[4-(1,3,6-trimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]propionic acid propyl ester

Product 1

HCID 89720726HCID 89720726, compound

Procedure

The title compound was prepared using a similar procedure as described in Example 1, Step 9, starting from (S)-2-[[1-(4-azidobutyl)cyclopentanecarbonyl]amino]-3-[4-(1,3,6-trimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]propionic acid propyl ester (4.1 g, 7.42 mmol) and NaOH (35 mL, 35 mmol, 1M) which resulted in a white solid (3.75 g, 99%). ES(+)-HRMS m/e calcd. for C26H34N6O5 (M+H)+ 511.2664, obsd. 511.2664.

Sources & evidence

ORD record: ord-c5c302b899a1446096a3d6e6e90b136e
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447035B2

Reaction notes

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