Methyl iodide → RA Vii

HRID 1632672

반응식

HRID 1632672 반응식
[CH3:1]OC.[CH3:4][C@@H:5]1[NH:40][C:38](=[O:39])[C@@H:37]2[N:41]([CH3:44])[C:42](=[O:43])[C@@H:21]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([O:29][C:30]4[CH:35]=[C:34]([CH2:36]2)[CH:33]=[CH:32][C:31]=4[OH:45])=[CH:25][CH:24]=3)[N:20]([CH3:46])[C:18](=[O:19])[C@@H:17]([CH3:47])[NH:16][C:14](=[O:15])[C@H:13]([CH2:48][C:49]2[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][CH:50]=2)[N:12]([CH3:57])[C:10](=[O:11])[C@H:9]([CH3:58])[NH:8][C:6]1=[O:7].C[C@@H]1NC(=O)[C@@H]2N(C)C(=O)[C@@H](CC3C=CC(OC4C=C(C2)C=CC=4O)=CC=3)N(C)C(=O)[C@@H](C)NC(=O)[C@H](CC2C=CC(OC)=CC=2)N(C)C(=O)[C@H](C)NC1=O.C[C@@H]1NC(=O)[C@@H]2N(C)C(=O)[C@@H](CC3C=CC(OC4C=C(C2)C=CC=4O)=CC=3)N(C)C(=O)[C@@H](C)NC(=O)[C@H](CC2C=CC(OC)=CC=2)N(C)C(=O)[C@H](C)NC1=O.C[C@@H]1NC(=O)[C@@H]2N(C)C(=O)[C@@H](CC3C=CC(OC4C=C(C2)C=CC=4O)=CC=3)N(C)C(=O)[C@@H](C)NC(=O)[C@H](CC2C=CC(OC)=CC=2)N(C)C(=O)[C@H](C)NC1=O.O.O.O.O.O.CI>COCCOC>[CH3:4][C@H:5]1[NH:40][C:38](=[O:39])[C@H:37]2[N:41]([CH3:44])[C:42](=[O:43])[C@H:21]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([O:29][C:30]4[CH:35]=[C:34]([CH2:36]2)[CH:33]=[CH:32][C:31]=4[O:45][CH3:1])=[CH:25][CH:24]=3)[N:20]([CH3:46])[C:18](=[O:19])[C@H:17]([CH3:47])[NH:16][C:14](=[O:15])[C@H:13]([CH2:48][C:49]2[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][CH:50]=2)[N:12]([CH3:57])[C:10](=[O:11])[C@H:9]([CH3:58])[NH:8][C:6]1=[O:7]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 8254Dimethyl EtherHCID 11979419Bouvardin, 5-(N-methyl-L-tyrosine)-

생성물 1

HCID 3034401RA Vii

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

In 10 ml of anhydrous 1,2-dimethoxy ethane, 100 mg of the methylether derivative of TPC-A was dissolved and 240 mg of potassium fluoride-alumina and excess amount of methyl iodide were added and the mixture was shielded from the light while stirring at room temperature overnight. After completion of the reaction, the solution was filtered, the filtrate was subjected to distillation in vacuo to remove solvent and the residue obtained was purified by P-TLC followed by the recrystallization from methanol to obtain N-methyl derivative of the methylether of TPC-A (98 mg) as colorless crystal having m.p. of 285° to 292° C. (decomp) and [α]D27 of -166° (CHCl3).

후처리

  1. customAfter completion of the reaction
  2. filtrationthe solution was filtered
  3. distillationthe filtrate was subjected to distillation in vacuo
  4. customto remove solvent
  5. customthe residue obtained
  6. customwas purified by P-TLC
  7. customfollowed by the recrystallization from methanol

출처 및 근거

ORD 기록
ord-c37596a28787446e96f95a885c9270aa
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04476299

연결된 노트

불러오는 중…