Diisopropylcarbodiimide → 2-Methyl-2-[(4-{2-[(8-methylnonanoyl)amino]ethyl}-1,3-thiazol-2-yl)thio]propionic acid

HRID 914506

반응식

HRID 914506 반응식
[NH2:1][CH2:2][CH2:3][C:4]1[N:5]=[C:6]([S:9][C:10]([CH3:15])([CH3:14])[C:11]([OH:13])=[O:12])[S:7][CH:8]=1.C1C=C2N=NN(O)C2=CC=1.O.C(N=C=NC(C)C)(C)C.[CH3:36][CH:37]([CH3:47])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][C:44](O)=[O:45]>CN(C)C=O>[CH3:14][C:10]([S:9][C:6]1[S:7][CH:8]=[C:4]([CH2:3][CH2:2][NH:1][C:44](=[O:45])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH2:38][CH:37]([CH3:36])[CH3:47])[N:5]=1)([CH3:15])[C:11]([OH:13])=[O:12]

참가 물질

6

반응물 4

HCID 12734DiisopropylcarbodiimideHCID 1114708-Methylnonanoic acidHCID 27960291-Hydroxybenzotriazole hydrateHCID 674005012-{[4-(2-Aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid

생성물 1

HCID 673973832-Methyl-2-[(4-{2-[(8-methylnonanoyl)amino]ethyl}-1,3-thiazol-2-yl)thio]propionic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a suspension of 2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid resin (0.30 g) synthesized in Example 483-3 in dimethylformamide (4.0 mL) were added HOBT monohydrate (0.092 g), diisopropylcarbodiimide (0.10 mL) and 8-methylnonanoic acid (0.10 g), and the mixture was stirred at room temperature overnight. The resin was collected by filtration from the reaction mixture, washed three times each with dimethylformamide, tetrahydrofuran and methanol, and vacuum dried to give 2-methyl-2-[(4-{2-[(8-methylnonanoyl)amino]ethyl}-1,3-thiazol-2-yl)thio]propionic acid resin.

후처리

  1. filtrationThe resin was collected by filtration from the reaction mixture
  2. washwashed three times each with dimethylformamide, tetrahydrofuran and methanol, and vacuum
  3. customdried

출처 및 근거

ORD 기록
ord-13c0139c62d64730a805a3c661d2d840
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026370B2

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