Diethyl Ether → HCID 70416336, compound

HRID 649388Notes

Reaction equation

HRID 649388 reaction equation
C(OC([N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][CH2:20][CH2:21][C@@H:22]([NH:28][C@@H:29]2[C:35](=[O:36])[N:34]([CH2:37][C:38]([O:40]C(C)(C)C)=[O:39])[C:33]3[CH:45]=[CH:46][CH:47]=[CH:48][C:32]=3[S:31][CH2:30]2)[C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:14][CH2:13]1)=O)(=O)C1C=CC=CC=1.[BrH:49].C(O)(=O)C.C(OCC)C>C(O)(=O)C>[BrH:49].[BrH:49].[CH2:26]([O:25][C:23]([C@H:22]([NH:28][C@@H:29]1[C:35](=[O:36])[N:34]([CH2:37][C:38]([OH:40])=[O:39])[C:33]2[CH:45]=[CH:46][CH:47]=[CH:48][C:32]=2[S:31][CH2:30]1)[CH2:21][CH2:20][CH2:19][CH2:18][CH:15]1[CH2:14][CH2:13][NH:12][CH2:17][CH2:16]1)=[O:24])[CH3:27]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 54311947HCID 54311947, compound

Product 1

HCID 70416336HCID 70416336, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 1 ml of acetic acid is dissolved 0.45 g of tert-butyl 3(R)-[5-(1-benzoyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylpentyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate, and 1 ml of 30% hydrogen bromide-acetic acid solution is added to the solution, followed by allowing the mixture to stand at room temperature for 1.5 hours. Ethyl ether (200 ml) is added to the reaction solution, which is then allowed to stand. The supernatant liquid is decanted, and the precipitate is washed with ethyl ether and dried to give 0.3 g of 3(R)-[1(R)-ethoxycarbonyl-5-(4-piperidyl)pentyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-5-acetic acid.dihydrobromide as a colorless powder.

Workup

  1. additionis added to the solution
  2. customThe supernatant liquid is decanted
  3. washthe precipitate is washed with ethyl ether
  4. customdried

Sources & evidence

ORD record
ord-41b9ec5078254ab5b990041eaa504a2f
Source dataset
uspto-grants-1988_04
Patent number
US04739066

Reaction notes

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