HCID 67273353, compound → HCID 57870318, compound

HRID 1698343Notes

Reaction equation

HRID 1698343 reaction equation
C1C2C(COC([N:18]3[CH2:23][C@@H:22]([NH:24][C:25](=[O:32])[CH:26]([CH2:30][OH:31])[CH:27]([CH3:29])[CH3:28])[CH2:21][C@@H:20]([C:33](=[O:56])[N:34]([CH:53]4[CH2:55][CH2:54]4)[C:35]4[CH:36]=[CH:37][C:38]5[O:43][C:42]([CH3:45])([CH3:44])[C:41](=[O:46])[N:40]([CH2:47][CH2:48][CH2:49][O:50][CH3:51])[C:39]=5[CH:52]=4)[CH2:19]3)=O)C3C(=CC=CC=3)C=2C=CC=1>CC#N>[CH:53]1([N:34]([C:35]2[CH:36]=[CH:37][C:38]3[O:43][C:42]([CH3:45])([CH3:44])[C:41](=[O:46])[N:40]([CH2:47][CH2:48][CH2:49][O:50][CH3:51])[C:39]=3[CH:52]=2)[C:33]([C@@H:20]2[CH2:21][C@H:22]([NH:24][C:25](=[O:32])[CH:26]([CH2:30][OH:31])[CH:27]([CH3:29])[CH3:28])[CH2:23][NH:18][CH2:19]2)=[O:56])[CH2:55][CH2:54]1

Participants

3

Reactant 1

HCID 67273353HCID 67273353, compound

Product 1

HCID 57870318HCID 57870318, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent3×

Procedure

The title compound is prepared by Fmoc deprotection of (3R,5S)-3-{Cyclopropyl-[4-(3-methoxy-propyl)-2,2-dimethyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-carbamoyl}-5-(2-hydroxymethyl-3-methyl-butyrylamino)-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester analogously as described in Example 134. MS: 545 [M+H]+; tR (HPLC, ACQUITY UPLC™ BEH C18 1.7 μm, 50×2.1 mm; 5% CH3CN+0.1% TFA/H2O+0.1% TFA for 0.5 min then 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 5 min then 100% CH3CN+0.1% TFA for 1.5 min, flow 0.5 ml/min): 2.43, 2.61 min.

Workup

  1. custom2.43, 2.61 min.

Sources & evidence

ORD record
ord-bea61c76569f4268b93f813688065b3d
Source dataset
uspto-grants-2012_04
Patent number
US08163773B2

Reaction notes

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