تفاعل #1340591

ord-a6bd529fc550463e9448e15de3dc87a2

معادلة التفاعل

NN.O
hydrazine monohydrate
[N-]=[N+]=NN[C@H](C=O)Cc1ccccc1
N3-Phe-H
COC(=O)[C@@H](N)CC(C)C
H-Leu-OMe
CC(C)C[C@@H](C=O)NC(=O)OC(C)(C)C
Boc-Leu-H
CN(C)C(On1nnc2ccc(Cl)cc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HCTU
CC(C)C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NN=[N+]=[N-])C(=O)NN
Compound 38
CC(C)C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NN=[N+]=[N-])C(=O)NN
N3-Phe-Leu-Leu-NHNH2

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThis compound was synthesized via general Boc-

الإجراء التجريبي

This compound was synthesized via general Boc-based peptide coupling procedures using HCTU from H-Leu-OMe, Boc-Leu-H and N3-Phe-H. The last step involved the introduction of the hydrazide by stirring of a mixture containing tripeptide N3-Phe-Leu-Leu-OMe (1.51 g, 3.49 mmol) and hydrazine monohydrate (30 eq., 105 mmol, 5.1 mL) in MeOH (30 mL) for 15 hours at room temperature. Compound 38 was obtained after coevaporation of the mixture with toluene (3×) as a colourless solid (yield: 1.51 g, 3.49 mmol, quant.). LC-MS: Rt (min): 6.87 (ESI-MS (m/z): 432.13 (M+H+)).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08455431B2uspto-grants-2013_06