Hydrochloric Acid → HCID 178427605, compound

HRID 576542Notes

Reaction equation

HRID 576542 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:54])[C@@H:15]([NH:40][S:41]([C:44]2[CH:53]=[CH:52][C:51]3[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=3)[CH:45]=2)(=[O:43])=[O:42])[CH2:16][CH2:17][CH2:18][NH:19]/[C:20](/[NH2:39])=[N:21]/[S:22]([C:25]2[C:26]([CH3:38])=[C:27]([CH3:37])[C:28]3[O:32][C:31]([CH3:34])([CH3:33])[CH2:30][C:29]=3[C:35]=2[CH3:36])(=[O:24])=[O:23])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.CCOCC>O1CCOCC1>[NH2:39]/[C:20](=[N:21]\[S:22]([C:25]1[C:26]([CH3:38])=[C:27]([CH3:37])[C:28]2[O:32][C:31]([CH3:34])([CH3:33])[CH2:30][C:29]=2[C:35]=1[CH3:36])(=[O:24])=[O:23])/[NH:19][CH2:18][CH2:17][CH2:16][C@H:15]([NH:40][S:41]([C:44]1[CH:53]=[CH:52][C:51]2[C:46](=[CH:47][CH:48]=[CH:49][CH:50]=2)[CH:45]=1)(=[O:43])=[O:42])[C:14](=[O:54])[N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178427607HCID 178427607, compound

Product 1

HCID 178427605HCID 178427605, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of compound C (36.6 g, 46.2 mmol) in dioxane (60 mL) was added 4M HCl in dioxane (58 mL) dropwise. The reaction mixture was stirred at room temperature for 1.5 h. Et2O (600 mL) was added to the reaction mixture, precipitated product was filtered off, washed with Et2O and finally dried under vacuum to afford compound D (34.5 g, 46.2 mmol). LC-MS [M+H] 685.4 (C33H44N6O6S2+H, calc: 685.9). Compound D was used without further purification.

Workup

  1. customprecipitated product
  2. filtrationwas filtered off
  3. washwashed with Et2O
  4. customfinally dried under vacuum

Sources & evidence

ORD record
ord-b72399018613429cbb1a962d31ff6eb4
Source dataset
uspto-grants-2015_05
Patent number
US09040032B2

Reaction notes

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