Sodium Hydroxide → (3R,11aS)-1,2,3,11a-Tetrahydro-3,8-dihydroxy-7-methoxy-5H-pyrrolo(2,1-c)(1,4)benzodiazepin-5-one

HRID 2419201노트

반응식

HRID 2419201 반응식
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[C:9]2[C:11]([N:13]3[CH:17]([OH:18])[CH2:16][CH2:15][CH:14]3[CH:19]=[N:20][C:8]2=[CH:7][C:6]=1[OH:21])=[O:12]>>[CH3:3][O:4][C:5]1[CH:10]=[C:9]2[C:11](=[O:12])[N:13]3[C@@H:14]([CH2:15][CH2:16][C@@H:17]3[OH:18])[CH:19]=[N:20][C:8]2=[CH:7][C:6]=1[OH:21].[CH3:3][O:4][C:5]1[CH:10]=[C:9]2[C:11]([N:13]3[C@H:17]([OH:18])[CH2:16][CH2:15][C@H:14]3[CH:19]=[N:20][C:8]2=[CH:7][C:6]=1[OH:21])=[O:12]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 122745neothramycins

생성물 2

HCID 124686(3R,11aS)-1,2,3,11a-Tetrahydro-3,8-dihydroxy-7-methoxy-5H-pyrrolo(2,1-c)(1,4)benzodiazepin-5-oneHCID 151569(3S,11aS)-1,2,3,11a-Tetrahydro-3,8-dihydroxy-7-methoxy-5H-pyrrolo(2,1-c)(1,4)benzodiazepin-5-one

실험 절차

Crystalline methylneothramycin A (225 mg.) obtained in Example 8 was dissolved in 45 ml. of 0.01 NHCl-dioxane (1:1 in volume) and the solution was kept at room temperature (22° C.) for one hour. The solution was adjusted to pH 6.0 with 1 N NaOH and concentrated to dryness under reduced pressure, affording 216 mg. of a colorless powder containing neothramycins A and B. The powder was chromatographed on a column of silica gel (20 g.) by the similar manner as employed in Example 2. Pure neothramycin A (87 mg.) and neothramycin B (69 mg.) were obtained.

후처리

  1. customCrystalline methylneothramycin A (225 mg.) obtained in Example 8
  2. dissolutionwas dissolved in 45 ml
  3. customwas kept at room temperature
  4. custom(22° C.)
  5. customfor one hour
  6. concentrationconcentrated to dryness under reduced pressure
  7. customaffording 216 mg
  8. customThe powder was chromatographed on a column of silica gel (20 g.) by the similar manner

출처 및 근거

ORD 기록
ord-1bb930e7317e4bb4b43642449c6a5d1b
출처 데이터셋
uspto-grants-1978_08
특허 번호
US04105658

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