Trifluoroacetic acid → D-Arg(Tos)-Gly-OBn

HRID 322554Notes

Reaction equation

[NH:1](C(OC(C)(C)C)=O)[C@@H:2]([C:20]([NH:22][CH2:23][C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])=[O:21])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)(=[O:11])=[O:10].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:1][C@@H:2]([C:20]([NH:22][CH2:23][C:24]([O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:25])=[O:21])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:13]=[CH:14][C:15]([CH3:16])=[CH:17][CH:18]=1)(=[O:11])=[O:10]

Participants

Conditions

Temperature: 0 °C

Procedure

A 1 g portion of Boc—(D)—Arg(Tos)—Gly—OBn (1.74 mmol) was dissolved in 10 mL of CH2Cl2, cooled to 0° C. and treated with 10 mL of TFA. The solution was stirred at 0° C. for 3 h. Solvent and excess TFA were evaporated thoroughly to give the title compound as an oil which was used directly in Example 10.

Workup

customSolvent and excess TFA were evaporated thoroughly

Sources & evidence

ORD record: ord-a810cd1ced994dd0a8248ea9fcfaf747
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211154B1

Reaction notes

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