Hydrochloric Acid → (7S,10S,13S)-13-Amino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1-(18),15(19),16-triene-7-carboxylic acid methyl ester hydrogen chloride salt

HRID 2371304Notes

Reaction equation

HRID 2371304 reaction equation
[CH3:1][O:2][C:3]([C@H:5]1[NH:21][C:20](=[O:22])[C@H:19]([CH2:23][CH:24]([CH3:26])[CH3:25])[NH:18][C:17](=[O:27])[C@@H:16]([NH:28]C(OC(C)(C)C)=O)[CH2:15][C:14]2=[CH:36][CH:37]=[C:11]([CH:12]=[CH:13]2)[O:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[ClH:38]>O1CCOCC1>[ClH:38].[CH3:1][O:2][C:3]([C@H:5]1[NH:21][C:20](=[O:22])[C@H:19]([CH2:23][CH:24]([CH3:26])[CH3:25])[NH:18][C:17](=[O:27])[C@@H:16]([NH2:28])[CH2:15][C:14]2=[CH:36][CH:37]=[C:11]([CH:12]=[CH:13]2)[O:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66847462(7S,10S,13S)-13-tert-Butoxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl ester

Product 1

HCID 86650239(7S,10S,13S)-13-Amino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1-(18),15(19),16-triene-7-carboxylic acid methyl ester hydrogen chloride salt

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl ester 5 (0.340 g, 0.654 mmol) was dissolved in 4M HCl in 1,4-dioxane (20 mL). The solution was stirred at rt for 16 h before being concentrated in vacuo to yield a brown solid, 0.232 g, 78%.

Workup

  1. concentrationbefore being concentrated in vacuo
  2. customto yield a brown solid, 0.232 g, 78%

Sources & evidence

ORD record
ord-654e6b137352400a9f32c61c609226ae
Source dataset
uspto-grants-2014_04
Patent number
US08710178B2

Reaction notes

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