Hydrochloric Acid → HCID 15434915, compound

HRID 842995Notes

Reaction equation

HRID 842995 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-7e703176586e4d43a0992bc9d42cc4d9
Source dataset
uspto-grants-2002_04
Patent number
US06376506B1

Reaction notes

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