Hydrochloric Acid → HCID 15434915, compound

HRID 1856867Notes

Reaction equation

HRID 1856867 reaction equation
C(OC([N:8]([S:24]([N:27]1[CH2:32][CH2:31][N:30]([C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=2)[CH2:29][CH2:28]1)(=[O:26])=[O:25])[C@H:9]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:10]([O:12]C(C)(C)C)=[O:11])=O)(C)(C)C.Cl>C(Cl)Cl>[Cl:39][C:36]1[CH:35]=[CH:34][C:33]([N:30]2[CH2:29][CH2:28][N:27]([S:24]([NH:8][C@H:9]([CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:10]([OH:12])=[O:11])(=[O:26])=[O:25])[CH2:32][CH2:31]2)=[CH:38][CH:37]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18727284HCID 18727284, compound

Product 1

HCID 15434915HCID 15434915, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 2-(R)-{tert-butoxycarbonyl-[4-(4-chlorophenyl)piperazine-1-sulfonyl]amino}-3-phenylpropionate (579 mg, 1.15 mmol), [prepared as described in Step 2 above], in methylene chloride (20 ml) was saturated with dry hydrogen chloride gas at 0° C. The reaction vessel was sealed and the reaction mixture was stirred at RT. After 72 h, the reaction mixture was vented with nitrogen and then concentrated in vacuo. The residue was treated with methylene chloride and the product was filtered to give 2-(R)-{[4-(4-chlorophenyl)piperazine-1-sulfonyl]amino}-3-phenylpropionic acid as a white solid (74%), mp 176.0-178.0° C.

Workup

  1. customThe reaction vessel was sealed
  2. concentrationconcentrated in vacuo
  3. additionThe residue was treated with methylene chloride
  4. filtrationthe product was filtered

Sources & evidence

ORD record
ord-6a27ed408aee4cc0b0e99c0858ea042c
Source dataset
uspto-grants-2000_11
Patent number
US06143744

Reaction notes

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