Trifluoroacetic acid → Glycyl-2(s)-phenylsulfonamido-beta-alanine t-butyl ester trifluoroacetate salt

HRID 618136Notes

Reaction equation

[C:1]([O:5][C:6](=[O:31])[C@@H:7]([NH:21][S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:24])=[O:23])[CH2:8][NH:9][C:10](=[O:20])[CH2:11][NH:12]C(OC(C)(C)C)=O)([CH3:4])([CH3:3])[CH3:2].[C:32]([OH:38])([C:34]([F:37])([F:36])[F:35])=[O:33]>C(Cl)Cl>[F:35][C:34]([F:37])([F:36])[C:32]([OH:38])=[O:33].[C:1]([O:5][C:6](=[O:31])[C@@H:7]([NH:21][S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:24])=[O:23])[CH2:8][NH:9][C:10](=[O:20])[CH2:11][NH2:12])([CH3:4])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: -15 °C

Procedure

Protected amide 1-6 (576 mg, 1.26 mmol) was dissolved in 6.3 mL CH2Cl2, cooled to -15° C., and TFA (6.3 mL) was added. After 25 min the reaction was concentrated, providing amine 1-7.

Workup

concentrationAfter 25 min the reaction was concentrated

Sources & evidence

ORD record: ord-b04a2f7842224c0bbf9556b37396dc8e
Source dataset: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05952306

Reaction notes

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