反応 #86586

ord-1bcb029a3e0d49aa978b77f684bff4c5

反応方程式

CCOc1ccc(C[C@H]2NC(=O)CCSSC[C@@H](C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCCN)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]([C@@H](C)CC)NC2=O)cc1
atosiban
N.O
ammonia water
OO
H2O2
→
CCOc1ccc(C[C@H]2NC(=O)CCSSC[C@@H](C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCCN)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)C([C@@H](C)O)NC(=O)[C@H]([C@@H](C)CC)NC2=O)cc1
atosiban acetate

反応物

CCOc1ccc(C[C@H]2NC(=O)CCSSC[C@@H](C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCCN)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]([C@@H](C)CC)NC2=O)cc1
atosiban
N.O
ammonia water
OO
H2O2

試薬

なし

溶媒

CC#N
acetonitrile

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過filtering
  2. 2
    その他after reaction
  3. 3
    その他purifying filtrate by preparative RP-HPLC (column C18 or C8)
  4. 4
    その他freeze-drying

実験手順

2.85 g of atosiban acetate is prepared by dissolving the linear atosiban obtained from Example 2 in 250 ml of 5% acetonitrile aqueous solution, adjusting the pH value to 8 to 9 with 30% ammonia water, adding 0.60 g of H2O2, reacting for 10 min at 25° C., monitoring with HPLC (HPLC: 75.6%), filtering after reaction, purifying filtrate by preparative RP-HPLC (column C18 or C8), transferring salt, and freeze-drying, MS: 994.5, HPLC: 99.4%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09434767B2uspto-grants-2016_09