Disodium → HCID 178509662、化合物

HRID 1111788ノート

反応式

HRID 1111788 の反応式
[Na][Na].C(CN1C(S)=NN=N1)(O)=O.N(CC1C=CC=CC=1CC(NC1C(=O)N2C(C(O)=O)=C(COC(=O)C)CS[C@H]12)=O)=[N+]=[N-].[N:44]([CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[CH2:54][C:55]([NH:57][CH:58]1[C:79](=[O:80])[N:60]2[C:61]([C:76]([OH:78])=[O:77])=[C:62]([CH:65]([S:70][C:71]3[NH:75][N:74]=[N:73][N:72]=3)[CH2:66][C:67]([OH:69])=[O:68])[CH2:63][S:64][C@H:59]12)=[O:56])=[N+]=[N-].C(=O)(O)[O-].[Na+].[H][H]>[Ni].O>[NH2:44][CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[CH2:54][C:55]([NH:57][CH:58]1[C:79](=[O:80])[N:60]2[C:61]([C:76]([OH:78])=[O:77])=[C:62]([CH:65]([S:70][C:71]3[NH:72][N:73]=[N:74][N:75]=3)[CH2:66][C:67]([OH:69])=[O:68])[CH2:63][S:64][C@H:59]12)=[O:56]

参加物

9

反応物 6

HCID 141233DisodiumHCID 516892Sodium BicarbonateHCID 131711290HCID 131711290、化合物HCID 178418361HCID 178418361、化合物HCID 178514550HCID 178514550、化合物HCID 178525857HCID 178525857、化合物

生成物 1

HCID 178509662HCID 178509662、化合物

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

The aqueous filtrate from the above nucleophilic displacement with disodium salt of 1-carboxymethyl-5-mercaptotetrazole on 4.4 g. of 7-(2-azidomethylphenylacetamido)-3-acetoxymethyl-3-cephem-4-carboxylic acid in 100 ml. of water (or an aqueous solution of II that was adjusted to pH 7 with sodium bicarbonate) was placed in a hydrogenating bottle along with 4 g. of Raney nickel (washed until neutral with water) and shaken for one-half hour at room temperature and 50 psi of hydrogen (Paar hydrogenator). After the catalyst was filtered off, 50 ml. of ethyl acetate was added. The two-layer solution was cooled to 0° C. and then adjusted to pH 2.4 to 3 with 6N hydrochloric acid. The crude 7-(2-aminomethylphenylacetamido)-3-(1-carboxymethyltetrazol-5-ylthiomethyl-3-cephem-4-carboxylic acid that was suspended in the two layer solution was collected by filtration, washed once with 30 ml. of water and once with 30 ml. of ethyl acetate and was dried in vacuum to constant weight. The yield was 3.3 g. or 63.6% of theoretical (estimated by 1c to be 95% pure). A sample was purified and was found to be identical in every way to an authentic sample.

後処理

  1. filtrationAfter the catalyst was filtered off
  2. additionof ethyl acetate was added
  3. filtrationwas collected by filtration
  4. washwashed once with 30 ml
  5. dry with materialof ethyl acetate and was dried in vacuum to constant weight
  6. customA sample was purified

出典と根拠

ORDレコード
ord-dde87fb59d4140a0b337fa46b2c2bd89
出典データセット
uspto-grants-1978_10
特許番号
US04118563

反応ノート

読み込み中…