Methanol → methyl N-(tert-butoxycarbonyl)glycylglycinate

HRID 1863466노트

반응식

HRID 1863466 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 637608methyl N-(tert-butoxycarbonyl)glycylglycinate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-442fb92c95e24a1fa5e17d9ac1377c25
출처 데이터셋
uspto-grants-1979_09
특허 번호
US04169141

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