Benzenesulfonic acid, 3-amino-5-chloro-4-methyl- → N5-(3-chloro-2-methyl-5-sulfophenyl)-L-glutamine

HRID 1468316

반응식

HRID 1468316 반응식
CCN(C(C)C)C(C)C.[NH:10](C(OC(C)(C)C)=O)[C@H:11]([C:17]([O:19]C(C)(C)C)=[O:18])[CH2:12][CH2:13][C:14](=[O:16])O.Cl.[NH2:32][C:33]1[CH:34]=[C:35]([S:41]([OH:44])(=[O:43])=[O:42])[CH:36]=[C:37]([Cl:40])[C:38]=1[CH3:39].C1C=NC2N(O)N=NC=2C=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>O.C(#N)C.FC(F)(F)C(O)=O.CN(C=O)C>[Cl:40][C:37]1[C:38]([CH3:39])=[C:33]([NH:32][C:14](=[O:16])[CH2:13][CH2:12][C@@H:11]([C:17]([OH:19])=[O:18])[NH2:10])[CH:34]=[C:35]([S:41]([OH:44])(=[O:43])=[O:42])[CH:36]=1

참가 물질

9

반응물 5

HCID 80806Benzenesulfonic acid, 3-amino-5-chloro-4-methyl-HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 131731743Boc-Glu-OtBu hydrochloride

생성물 1

HCID 45275582N5-(3-chloro-2-methyl-5-sulfophenyl)-L-glutamine

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 6422Trifluoroacetic acid용매HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

After 2 ml of DMF and 0.52 ml (3 mmol) of DIEA were added to 303 mg (1 mmol) of Boc-Glu-OtBu hydrochloride, 221 mg (1 mmol) of 3-amino-5-chloro-4-methylbenzenesulfonic acid, 160 mg (1.3 mmol) of HOAt and 410 mg (1.3 mmol) of HATU, the mixture was stirred at room temperature overnight. The reaction solution was diluted in water-acetonitrile and purified in accordance with the purification step A to give the protected product. The protected product obtained was dissolved in 5 ml of trifluoroacetic acid and stirred for 2 hours. After the solvent was removed by distillation, the mixture was purified in accordance with the purification step A to give the title compound.

후처리

  1. custompurified in accordance with the purification step A
  2. customto give the protected product
  3. customThe protected product obtained
  4. stirringstirred for 2 hours
  5. customAfter the solvent was removed by distillation
  6. customthe mixture was purified in accordance with the purification step A

출처 및 근거

ORD 기록
ord-980e6507ccbb4b6f90bbc33ec6436beb
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000208B2

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