反応 #95915

ord-4c47697e46b04184a92f2971a4787959

反応方程式

COC(=O)N[C@H]1[C@@H](C)O[C@@H](O[C@H]2C/C=C(/C)[C@@H]3C=C[C@@H]4[C@@H](O[C@H]5C[C@@H](O[C@H]6CC[C@@H](O[C@H]7C[C@@H](O)[C@@H](O[C@H]8CC[C@@H](O)[C@H](C)O8)[C@H](C)O7)[C@H](C)O6)[C@@H](OC(C)=O)[C@H](C)O5)[C@@H](C)C[C@H](C)[C@H]4[C@]3(C)/C(O)=C3\C(=O)OC4(C=C(C=O)C[C@H](O)[C@H]4/C=C/2C)C3=O)C[C@]1(C)[N+](=O)[O-]
DC-11
→
C[C@H](O)[C@H](O)CCC=O
L-amicetose
C[C@H](O)[C@H](O)[C@H](O)CC=O
L-digitoxose

反応物

COC(=O)N[C@H]1[C@@H](C)O[C@@H](O[C@H]2C/C=C(/C)[C@@H]3C=C[C@@H]4[C@@H](O[C@H]5C[C@@H](O[C@H]6CC[C@@H](O[C@H]7C[C@@H](O)[C@@H](O[C@H]8CC[C@@H](O)[C@H](C)O8)[C@H](C)O7)[C@H](C)O6)[C@@H](OC(C)=O)[C@H](C)O5)[C@@H](C)C[C@H](C)[C@H]4[C@]3(C)/C(O)=C3\C(=O)OC4(C=C(C=O)C[C@H](O)[C@H]4/C=C/2C)C3=O)C[C@]1(C)[N+](=O)[O-]
DC-11

試薬

なし

溶媒

CCOC(C)=O
ethyl acetate

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄washing the solution with dilute hydrochloric acid
  2. 2
    その他The resulting tetrocarcin A is subjected to hydrolysis

実験手順

The forementioned studies involved obtaining tetrocarcin A by dissolving DC-11 in ethyl acetate, washing the solution with dilute hydrochloric acid and subjecting the resulting solution to column chromatography using silica gel. The resulting tetrocarcin A is subjected to hydrolysis to obtain L-amicetose, L-digitoxose and a compound represented by the following formula: ##STR2## Based on the physicochemical properties of tetrocarcin A, DC-11 and antlermicin A (the free form of which is considered to be identical to tetrocarcin A; see J. Antibiotics, 33, 244-246, 1980) as shown in Table A below and the results of the hydrolysis above referred to, the above formula for tetrocarcin A was obtained.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04346075uspto-grants-1982_08