反応式
[CH:1]1[C:16]23[C:8](NC4C=CC=CC=42)=[C:7](C([O-])=O)[CH:6]=[CH:5][C:4]3=[N:3][CH:2]=1.ClOC(C)(C)C.CC[C:28]12[C@@H:46](OC(C)=O)[C@:45](O)(C(OC)=O)[C@H:44]3[C@@:34]4(C5C=CC(OC)=CC=5N3C)[CH2:35][CH2:36][N:32]([C@@H:33]14)CC=C2.[BH4-].[K+]>ClCCl.CC(C)=O.C(O)(=O)C.F[B-](F)(F)F.[Ag+].C(N(CC)CC)C>[NH:3]1[C:4]2[C:16](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:1]=[CH:2]1.[NH:32]1[C:33]2[C:34](=[CH:44][CH:45]=[CH:46][CH:28]=2)[CH2:35][CH2:36]1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 5
実験手順
Using the procedure of Example 25, 0.522 g (0.887 mmol) of 4,2'-PARF methyl 3-benzyl-1,2,3,3a,4,5-hexahydro-4-[2-p-toluenesulfonyloxymethyl) propyl]-7H-pyrrolo (2,3-d)-carbazole-6-carboxylate on reaction with 0.141 g (1.29 mmol) of t-butyl hypochlorite and 0.136 g ((0.187 mL) of triethylamine in 25 mL of dichloromethane, followed by a reaction with 0.297 g (0.654 mmol) of vindoline, 0.204 g (1.29 g mmol) of tetrafluoroboric acid diethyl ether complex and 0.245 g (1.26 mmol) of silver tetrafluoroborate in 6 mL of acetone, followed by reduction with 0.453 g (8.42 mmol) of potassium borohydride in 15 mL of acetic acid gave 0.276 g (41%) of the more polar 7R indole-indoline product, eluted on centrifugal chromatography with ether/acetone/triethylamine, 100:20:2, and 0.264 g (39%) of the less polar 7S indole-indoline product, eluted with ethyl acetate/ethanol/triethylamine 95:5:1.
出典と根拠
- ORDレコード
- ord-e422f63df0ed42bbb2bac7429a9e6d49
- 出典データセット
- uspto-grants-1990_01
- 特許番号
- US04897477
関連ノート
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