Methanol → HCID 54556555、化合物

HRID 231870ノート

反応式

HRID 231870 の反応式
C1(=O)N([N:6]([C:11](=[O:22])[CH2:12][S:13][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:7][C:8]([O-:10])=O)C(=O)CC1.[NH2:25][C@@H:26]([C:29]([NH:31][CH2:32][C:33]([OH:35])=[O:34])=[O:30])[CH2:27][OH:28].CO>C(O)C.O>[C:14]([S:13][CH2:12][C:11]([NH:6][CH2:7][C:8]([NH:25][C@@H:26]([C:29]([NH:31][CH2:32][C:33]([OH:35])=[O:34])=[O:30])[CH2:27][OH:28])=[O:10])=[O:22])(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

6

反応物 3

HCID 887MethanolHCID 3246319HCID 3246319、化合物HCID 86743235HCID 86743235、化合物

生成物 1

HCID 54556555HCID 54556555、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of 6.4 succinimidyl-N-(S-benzoylmercaptoacetyl)glycinate in 40 ml of ethanol at 70° C. is added in one portion a solution of 1.008 g of the above D-serylglycine in 10 ml of water at 70° C. The reaction mixture is refluxed for 1 hour and then stirred at room temperature overnight. After evaporation of the solvents the residue is agitated with 25 ml of acetone. The precipitate is removed by filtration. Diethylether is added to the filtrate until precipitation is complete. The precipitate is collected by filtration and washed with diethylether. After drying 1.56 g of a yellowish powder is obtained. To 600 mg of this is added 15 ml of chilled methanol. After agitation during 5 min. the white precipitate is filtered off, washed with cold methanol and dried to obtain 400 mg of S-benzoylmercaptoacetylglycyl-D-serylglycine as a white powder, m.p. 149° C. N.M.R. (DMSO-d6): δ 3.61 (2H, d, CH2 --OH), 3.77 (2H, d, α--CH2 --N), 3.84 (2H, d, δ--CH2 --N), 3.88 (2H, s, S--CH2), 4.38 (1H, dt, CH), 8.03 (1H, d, β--NH), 8.17 (1H, t, α--NH), 8.44 (1H, t, γ--NH).

後処理

  1. temperatureThe reaction mixture is refluxed for 1 hour
  2. customAfter evaporation of the solvents the residue
  3. stirringis agitated with 25 ml of acetone
  4. customThe precipitate is removed by filtration
  5. additionDiethylether is added to the filtrate until precipitation
  6. filtrationThe precipitate is collected by filtration
  7. washwashed with diethylether
  8. dry with materialAfter drying 1.56 g of a yellowish powder
  9. customis obtained
  10. filtrationAfter agitation during 5 min. the white precipitate is filtered off
  11. washwashed with cold methanol
  12. customdried

出典と根拠

ORDレコード
ord-d4ae00b0ba8d4625af207fc163f787e4
出典データセット
uspto-grants-1989_07
特許番号
US04849511

反応ノート

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