M-Cresol → Nalpha-(5-(N-2-picolylaminomethyl)thiophene-2-carbonyl)-L-ornithine

HRID 11852

반응식

HRID 11852 반응식
FC(F)(F)C(O)=O.C1(SC)C=CC=CC=1.C1C(O)=CC=CC=1C.C([N:31]([CH2:39][C:40]1[S:44][C:43]([C:45]([NH:47][C@H:48]([C:63]([OH:65])=[O:64])[CH2:49][CH2:50][CH2:51][NH:52]C(OCC2C=CC=CC=2)=O)=[O:46])=[CH:42][CH:41]=1)[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=1)(OC(C)(C)C)=O>>[N:34]1[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=1[CH2:32][NH:31][CH2:39][C:40]1[S:44][C:43]([C:45]([NH:47][C@H:48]([C:63]([OH:65])=[O:64])[CH2:49][CH2:50][CH2:51][NH2:52])=[O:46])=[CH:42][CH:41]=1

참가 물질

5

실험 절차

A mixed solution of trifluoroacetic acid (1.4 ml), thioanisole (0.36 ml), and m-cresol (0.32 ml) was added to the compound obtained in Example 14-3 (56.2 mg). After 1.5 hours, the reaction solution was concentrated. Methanol was added to the residue and the mixture was washed with hexane. The methanol layer was concentrated and the residue was crude-purified by silica gel column chromatography (3 g, chloroform/methanol/water=7/3/0.5) to obtain the title compound (18.2 mg) as colorless syrup.

후처리

  1. concentrationthe reaction solution was concentrated
  2. additionMethanol was added to the residue
  3. washthe mixture was washed with hexane
  4. concentrationThe methanol layer was concentrated
  5. customthe residue was crude-purified by silica gel column chromatography (3 g, chloroform/methanol/water=7/3/0.5)

출처 및 근거

ORD 기록
ord-f1bdec720c284c5a909cb7ee228ab562
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098215B2

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