Water → Ammonium Hydroxide

HRID 1974321

反応式

HRID 1974321 の反応式
[CH3:1][CH:2]([NH:32][CH3:33])[CH:3]1[O:8][CH:7]([O:9][CH:10]2[CH:15]([OH:16])[CH:14]([O:17][CH:18]3[O:23][CH2:22][C:21]([OH:25])([CH3:24])[CH:20]([NH:26][CH3:27])[CH:19]3[OH:28])[CH:13]([NH2:29])[CH2:12][CH:11]2[NH2:30])[CH:6]([NH2:31])[CH2:5][CH2:4]1.O.C(OCCCCC(ON1C(=O)CCC1=O)=O)(=O)C.O.NN>CO.C(Cl)(Cl)Cl.C(N(CC)CC)C>[OH-:8].[NH4+:26].[CH3:1][CH:2]([NH:32][CH3:33])[CH:3]1[O:8][CH:7]([O:9][CH:10]2[CH:15]([OH:16])[CH:14]([O:17][CH:18]3[O:23][CH2:22][C:21]([OH:25])([CH3:24])[CH:20]([NH:26][CH3:27])[CH:19]3[OH:28])[CH:13]([NH2:29])[CH2:12][CH:11]2[NH2:30])[CH:6]([NH2:31])[CH2:5][CH2:4]1

参加物

9

反応物 4

HCID 962WaterHCID 3467GentamicinHCID 24654Hydrazine hydrate (1:1)HCID 21430853N-(5-acetoxypentanoyloxy)succinimide

生成物 2

HCID 3467GentamicinHCID 14923Ammonium Hydroxide収率 7%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 6212Chloroform溶媒HCID 8471Triethylamine溶媒

実験手順

Dissolve 2.5 g. of 5-epigentamicin C1 in 250 ml. of water and add 100 ml. of methanol. Add 0.35 g. of triethylamine and stir for fifteen minutes. Add a solution of 1.0 g. of N-(5-acetoxypentanoyloxy)succinimide with stirring to the solution of the antibiotic, and stir at ambient temperature for 16 hours. Evaporate the solution in vacuo to leave a solid residue. Dissolve the residue in 5 ml. of 5% ethanolic hydrazine hydrate and heat under reflux for 15 minutes. Concentrate the solution in vacuo to leave an oily residue and chromatograph it on 200 g. silica gel in the lower phase of a solvent system consisting of chloroform:methanol:7% ammonium hydroxide (2:1:1) to give 1-N-(5-hydroxypentanoyl)-5-epigentamicin C1.

後処理

  1. dissolutionDissolve 2.5 g
  2. additionAdd 0.35 g
  3. additionAdd a solution of 1.0 g
  4. customEvaporate the solution in vacuo
  5. customto leave a solid residue
  6. dissolutionDissolve the residue in 5 ml
  7. temperatureunder reflux for 15 minutes
  8. concentrationConcentrate the solution in vacuo
  9. customto leave an oily residue and chromatograph it on 200 g

出典と根拠

ORDレコード
ord-2efac973ee3646c48733444eb633889f
出典データセット
uspto-grants-1976_12
特許番号
US04000261

関連ノート

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