Trifluoroacetic acid → HCID 22859768, compound

HRID 1264148Notes

Reaction equation

HRID 1264148 reaction equation
[NH2:1][C@H:2]([C:7]([CH:9]([CH2:13][CH2:14][CH2:15][C@H:16]1[C@@H:24]2[C@@H:19]([NH:20][C:21]([NH:23]2)=[O:22])[CH2:18][S:17]1)[C:10](=[O:12])[OH:11])=[O:8])C(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:1][CH2:2][C:7]([CH:9]([CH2:13][CH2:14][CH2:15][C@H:16]1[C@@H:24]2[C@@H:19]([NH:20][C:21]([NH:23]2)=[O:22])[CH2:18][S:17]1)[C:10](=[O:11])[OH:12])=[O:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131719362HCID 131719362, compound

Product 1

HCID 22859768HCID 22859768, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butylglycylbiotin (0.271 g, 0.758 mmol) in CH2Cl2 (0.5 mL) was added 0.5 mL trifluoroacetic acid. The reaction mixture was stirred at room temperature for 2h, concentrated, and triturated with anhydrous diethyl ether. The off-white precipitate was collected to yield 0.209 g (0.694 mmol, 92%) of glycylbiotin. Mass 'spec [M+H]+at m/z 302.

Workup

  1. concentrationconcentrated
  2. customtriturated with anhydrous diethyl ether
  3. customThe off-white precipitate was collected

Sources & evidence

ORD record
ord-4486cba740704f7ba78f2a18e2edaf3d
Source dataset
uspto-grants-2003_04
Patent number
US06541612B2

Reaction notes

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