Hydrochloric Acid → (9R,12S,15S)-15-Amino-12-isopropyl-11,14-dioxo-2-oxa-7-thia-10,13-diaza-bicyclo-[15.2.2]-henicosa-1(20),17(21),18-triene-9-carboxylic acid methyl ester hydrochloride

HRID 2371317Notes

Reaction equation

HRID 2371317 reaction equation
[CH3:1][O:2][C:3]([C@H:5]1[NH:23][C:22](=[O:24])[C@H:21]([CH:25]([CH3:27])[CH3:26])[NH:20][C:19](=[O:28])[C@@H:18]([NH:29]C(OC(C)(C)C)=O)[CH2:17][C:16]2=[CH:37][CH:38]=[C:13]([CH:14]=[CH:15]2)[O:12][CH2:11][CH2:10][CH2:9][CH2:8][S:7][CH2:6]1)=[O:4].[ClH:39]>O1CCOCC1>[ClH:39].[CH3:1][O:2][C:3]([C@H:5]1[NH:23][C:22](=[O:24])[C@H:21]([CH:25]([CH3:27])[CH3:26])[NH:20][C:19](=[O:28])[C@@H:18]([NH2:29])[CH2:17][C:16]2=[CH:37][CH:38]=[C:13]([CH:14]=[CH:15]2)[O:12][CH2:11][CH2:10][CH2:9][CH2:8][S:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66847262(9R,12S,15S)-15-tert-Butoxycarbonylamino-12-isopropyl-11,14-dioxo-2-oxa-7-thia-10,13-diaza-bicyclo[15.2.2]henicosa-1(20),17(21),18-triene-9-carboxylic acid methyl ester

Product 1

HCID 66846960(9R,12S,15S)-15-Amino-12-isopropyl-11,14-dioxo-2-oxa-7-thia-10,13-diaza-bicyclo-[15.2.2]-henicosa-1(20),17(21),18-triene-9-carboxylic acid methyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl ester 33 (0.300 g, 0.544 mmol) was dissolved in 4M HCl in 1,4-dioxane (20 mL). The resultant solution was stirred at rt for 18 h before being concentrated in vacuo to yield an off white solid, 0.265 g, 100%.

Workup

  1. concentrationbefore being concentrated in vacuo
  2. customto yield an off white solid, 0.265 g, 100%

Sources & evidence

ORD record
ord-d24a7768aa97471183a7af52245af1e8
Source dataset
uspto-grants-2014_04
Patent number
US08710178B2

Reaction notes

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