Diethyl Ether → HCID 70463388, compound

HRID 1031812Notes

Reaction equation

HRID 1031812 reaction equation
C([O:5][C:6](=[O:54])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:53])[C@H:13]([CH2:41][CH2:42][CH2:43][CH2:44][NH:45]C(OC(C)(C)C)=O)[NH:14][CH:15]([C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH2:16][CH2:17][CH2:18][CH2:19][CH:20]1[CH2:25][CH2:24][N:23](C(OCC2C=CC=CC=2)=O)[CH2:22][CH2:21]1)(C)(C)C.Br.C(O)(=O)C.C(OCC)C>C(O)(=O)C>[CH2:39]([O:38][C:36]([CH:15]([NH:14][C@H:13]([C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([OH:54])=[O:5])=[O:53])[CH2:41][CH2:42][CH2:43][CH2:44][NH2:45])[CH2:16][CH2:17][CH2:18][CH2:19][CH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1)=[O:37])[CH3:40]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 14010673HCID 14010673, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 70463388HCID 70463388, compoundYield 113%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 1 ml of acetic acid is dissovled 0.43 g of N-[Nα -[5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl]-Nε -tert-butoxycarbonyl-L-lysyl]-L-proline tert-butyl ester, and 2 ml of 30% hydrogen bromide-acetic acid solution is added to the solution, followed by standing at room temperature for 1 hour. 50 ml of ethyl ether is added to the reaction solution, followed by shaking, and the supernatant layer is removed by decantation. The precipitate is collected and dried under reduced pressure to give 0.3 g of N-[Nα -[1-ethoxycarbonyl-5-(4-piperidyl)pentyl]-L-lysyl]-L-proline.trihydrobromide as a colorless powder.

Workup

  1. additionis added to the solution
  2. customthe supernatant layer is removed by decantation
  3. customThe precipitate is collected
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-7cb7e0bd8d18402b8bc404ada2cbca36
Source dataset
uspto-grants-1990_09
Patent number
US04954625

Reaction notes

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