HCID 67186107, compound → HCID 58868923, compound

HRID 1441980Notes

Reaction equation

HRID 1441980 reaction equation
C([O:8][C:9]1[CH:27]=[CH:26][C:25]2=[CH:28][C:10]=1[CH2:11][C@H:12]([NH:52]C(OCC1C=CC=CC=1)=O)[C:13](=[O:51])[NH:14][C@@H:15]([CH2:37][CH2:38][CH2:39][NH:40]C(OCC1C=CC=CC=1)=O)[C:16](=[O:36])[N:17]([CH3:35])[C@H:18]([C:31]([O:33][CH3:34])=[O:32])[CH2:19][C:20]1[CH:29]=[C:24]2[CH:23]=[CH:22][C:21]=1[F:30])C1C=CC=CC=1>C(O)C.[Pd]>[NH2:52][C@H:12]1[CH2:11][C:10]2[CH:28]=[C:25]([CH:26]=[CH:27][C:9]=2[OH:8])[C:24]2=[CH:29][C:20](=[C:21]([F:30])[CH:22]=[CH:23]2)[CH2:19][C@@H:18]([C:31]([O:33][CH3:34])=[O:32])[N:17]([CH3:35])[C:16](=[O:36])[C@H:15]([CH2:37][CH2:38][CH2:39][NH2:40])[NH:14][C:13]1=[O:51]

Participants

4

Reactant 1

HCID 67186107HCID 67186107, compound

Product 1

HCID 58868923HCID 58868923, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 50 mg (0.059 mmol) of methyl (8S,11S,14S)-17-(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-(3-{[(benzyloxy)carbonyl]amino}propyl)-5-fluoro-9-methyl-10,13-dioxo-9,12-di-azatricyclo[14.3.1.12,6]henicosa-1(20),2(21),3,5,16,18-hexaene-8-carboxylate (Example 23O) in ethanol is hydrogenated after the addition of 5 mg of palladium on activated carbon (10%) under atmospheric pressure at RT for 12 h. The mixture is filtered through kieselguhr, and the residue is washed with ethanol. The filtrate is evaporated to dryness in vacuo.

Workup

  1. filtrationThe mixture is filtered through kieselguhr
  2. washthe residue is washed with ethanol
  3. customThe filtrate is evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-9c788f9b02494f0ebe7b4d1a1519f2d2
Source dataset
uspto-grants-2010_02
Patent number
US07655643B2

Reaction notes

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