Carbon Tetrachloride → HCID 131721395, compound

HRID 1737846Notes

Reaction equation

HRID 1737846 reaction equation
FC(F)(F)C(O)=O.[NH:8]([C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30])[C@H:9]([C:14]([N:16]1[CH2:28][CH2:27][CH2:26][CH2:25][C@H:17]1[C:18]([O:20]C(C)(C)C)=[O:19])=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12].C(Cl)(Cl)(Cl)Cl>C(Cl)Cl>[NH:8]([C:29]([O:31][CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)=[O:30])[C@H:9]([C:14]([N:16]1[CH2:28][CH2:27][CH2:26][CH2:25][C@H:17]1[C:18]([OH:20])=[O:19])=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 6422Trifluoroacetic acidHCID 131721394HCID 131721394, compound

Product 1

HCID 131721395HCID 131721395, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (3 mL) was added to a solution of CBZ-L-Leu-L-Pip-OtBu (0.57 g, 1.3 mmol) in CH2Cl2 (6 mL) at 23° C. The reaction mixture was stirred at 23° C. for 1.5 h after which CCl4 (6 mL) was added. The volatiles were then removed under reduced pressure to afford crude CBZ-L-Leu-L-Pip as a colorless oil. The crude acid thus obtained was immediately utilized in the following coupling procedure.

Workup

  1. additionwas added
  2. customThe volatiles were then removed under reduced pressure
  3. customto afford crude CBZ-L-Leu-L-Pip as a colorless oil

Sources & evidence

ORD record
ord-19253d4f9f85430d842ec93f5ab6a997
Source dataset
uspto-grants-1999_10
Patent number
US05962487

Reaction notes

Loading…