Hydrochloric Acid → HCID 178511351, compound

HRID 1486153Notes

Reaction equation

HRID 1486153 reaction equation
C(OC([NH:8][CH2:9][CH2:10][NH:11][C@H:12]1[CH2:17][CH2:16][C@H:15]([CH2:18][C:19]([NH:21][C@H:22]2[CH2:27][C:26]3[CH:28]=[CH:29][CH:30]=[C:31]([C:32]([OH:34])=[O:33])[C:25]=3[O:24][B:23]2[OH:35])=[O:20])[CH2:14][CH2:13]1)=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][CH2:9][CH2:10][NH:11][C@H:12]1[CH2:17][CH2:16][C@H:15]([CH2:18][C:19]([NH:21][C@H:22]2[CH2:27][C:26]3[CH:28]=[CH:29][CH:30]=[C:31]([C:32]([OH:34])=[O:33])[C:25]=3[O:24][B:23]2[OH:35])=[O:20])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178453691HCID 178453691, compound

Product 1

HCID 178511351HCID 178511351, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To (R)-3-(2-(trans-4-(2-(tert-butoxycarbonylamino)ethylamino)cyclohexyl)acetamido)-2-hydroxy-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid (20 mg) in a flask was added 1 mL 4N HCl in dioxane. The resulting reaction mixture was stirred at RT for 2 hr. The solvent was removed in vacuo and the residue was purified by reverse phase preparative HPLC and dried using lyophilization. ESI-MS m/z 390 (MH)+.

Workup

  1. customThe resulting reaction mixture
  2. customThe solvent was removed in vacuo
  3. customthe residue was purified by reverse phase preparative HPLC
  4. customdried

Sources & evidence

ORD record
ord-a56bdd301da340ea8f14da6a00237f04
Source dataset
uspto-grants-2016_08
Patent number
US09422314B2

Reaction notes

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