Trifluoroacetic acid → HCID 22859768, compound

HRID 1180078Notes

Reaction equation

HRID 1180078 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 2 h, 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-4cf74ae481464a4eafc73a5e21a8d14b
Source dataset
uspto-grants-2007_10
Patent number
US07279561B1

Reaction notes

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