Acetic Acid Mixture with Hydrobromic Acid → HCID 70417183, compound

HRID 1284949Notes

Reaction equation

HRID 1284949 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([NH:20][C@@H:21]1[C:27](=[O:28])[N:26]([CH2:29][C:30]([OH:32])=[O:31])[C:25]2[CH:33]=[CH:34][CH:35]=[CH:36][C:24]=2[S:23][CH2:22]1)[C:17]([OH:19])=[O:18])=O)C1C=CC=CC=1.[BrH:37].C(O)(=O)C>C(O)(=O)C.C(OCC)C>[BrH:37].[BrH:37].[NH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([NH:20][C@@H:21]1[C:27](=[O:28])[N:26]([CH2:29][C:30]([OH:32])=[O:31])[C:25]2[CH:33]=[CH:34][CH:35]=[CH:36][C:24]=2[S:23][CH2:22]1)[C:17]([OH:19])=[O:18]

Participants

5

Reactant 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 53869746HCID 53869746, compound

Product 1

HCID 70417183HCID 70417183, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3(R)-(5-benzyloxycarbonylamino-1-carboxypentyl)amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid (40 mg) obtained in Example 52-(2) in acetic acid (1 ml) is added 30% hydrogen bromide-acetic acid solution (1 ml). The resulting mixture is allowed to stand for 1 hour at room temperature and diluted with a mixture ethyl ether (80 ml) and petroleum ether (20 ml), followed by stirring. The supernatant layer is removed by decantation, and precipitate is collected and dried to provide 3(R)-(5-amino-1-carboxypentyl)amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetic acid dihydrobromide (33 mg) as colorless powder.

Workup

  1. customThe supernatant layer is removed by decantation, and precipitate
  2. customis collected
  3. customdried

Sources & evidence

ORD record
ord-9d759a2a7c7c40e29da2e5606b61bb48
Source dataset
uspto-grants-1986_01
Patent number
US04564612

Reaction notes

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