Hydrochloric Acid → HCID 178462150, compound

HRID 366044Notes

Reaction equation

HRID 366044 reaction equation
C([NH:11][C:12](=[N:45]C(OCC1C=CC=CC=1)=O)[NH:13][CH2:14][CH2:15][CH2:16][C@H:17]([C:34]([NH:36][C@@H:37]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH3:38])=[O:35])[NH:18][C:19](=[O:33])[CH:20]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(OCC1C=CC=CC=1)=O.[ClH:56]>[Pd].CC(O)=O>[ClH:56].[C:21]1([CH:20]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:19]([NH:18][C@@H:17]([C:34]([NH:36][C@@H:37]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH3:38])=[O:35])[CH2:16][CH2:15][CH2:14][NH:13][C:12](=[NH:11])[NH2:45])=[O:33])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178462144HCID 178462144, compound

Product 1

HCID 178462150HCID 178462150, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Prepared according to the method described in Example 1(g) above from (R)-Nω,Nω '-bis(Cbz)-N2 -(diphenylacetyl)-(R)-N-(1-phenylethyl)arginine amide (0.6 g; 0.8 mmol; from step (d) above), 10% Pd/C (w/w; 200 mg), HOAc (25 mL), overnight reaction time. The crude acetate salt was converted to the hydrochloride to give 0.4 g (99%) of title compound as a solid.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f857a39d36a9420282585dd65c636c13
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

Loading…