Methanol → methyl N-(tert-butoxycarbonyl)glycylglycinate

HRID 1863466ノート

反応式

HRID 1863466 の反応式
Cl.[CH3:2][O:3][C:4](=[O:7])[CH2:5][NH2:6].CO.C(N(CC)CC)C.ClC1C=C(Cl)C(Cl)=CC=1[O:26][C:27](=O)[CH2:28][NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31]>CN(C)C=O>[CH3:2][O:3][C:4](=[O:7])[CH2:5][NH:6][C:27](=[O:26])[CH2:28][NH:29][C:30]([O:32][C:33]([CH3:35])([CH3:34])[CH3:36])=[O:31]

参加物

6

反応物 4

HCID 887MethanolHCID 8471TriethylamineHCID 122755Glycine methyl ester hydrochlorideHCID 12799284t-Butoxycarbonylglycine-2,4,5-Trichlorophenyl Ester

生成物 1

HCID 637608methyl N-(tert-butoxycarbonyl)glycylglycinate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

Prepare a solution of 1.98 g. of glycine methyl ester hydrochloride in dimethylformamide containing 8 ml. of methanol and 1.42 g. of triethylamine. Cool and stir the solution while adding 5.0 g. of t-butoxycarbonylglycine-2,4,5-trichlorophenyl ester in 25 ml. of dimethylformamide. Stir the reaction mixture overnight, filter and evaporate the filtrate to dryness under reduced pressure. Chromatograph the residue on 150 g. of silica gel and collect the desired product which is eluted by an ethyl acetate:chloroform (1:9) mixture. Evaporate the eluate to dryness and crystallize from hexane to obtain the title product (m.p. 132°-135° C.).

後処理

  1. customPrepare a solution of 1.98 g
  2. temperatureCool
  3. additionwhile adding 5.0 g
  4. stirringStir the reaction mixture overnight
  5. filtrationfilter
  6. customevaporate the filtrate to dryness under reduced pressure
  7. customof silica gel and collect the desired product which
  8. washis eluted by an ethyl acetate:chloroform (1:9) mixture
  9. customEvaporate the eluate to dryness
  10. customcrystallize from hexane

出典と根拠

ORDレコード
ord-442fb92c95e24a1fa5e17d9ac1377c25
出典データセット
uspto-grants-1979_09
特許番号
US04169141

反応ノート

読み込み中…