4-Amino-6-chlorotoluene-2-sulphonic acid → O-{[(3-chloro-4-methyl-5-sulfophenyl)amino]carbonyl}-L-serine

HRID 330867노트

반응식

HRID 330867 반응식
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:5]([O:7]C(C)(C)C)=[O:6])CO.[NH2:19][C:20]1[CH:21]=[C:22]([Cl:31])[C:23]([CH3:30])=[C:24]([S:26]([OH:29])(=[O:28])=[O:27])[CH:25]=1.ClC(Cl)(O[C:36](=[O:42])[O:37][C:38](Cl)(Cl)Cl)Cl.CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:31][C:22]1[CH:21]=[C:20]([NH:19][C:36]([O:37][CH2:38][C@@H:2]([C:5]([OH:7])=[O:6])[NH2:1])=[O:42])[CH:25]=[C:24]([S:26]([OH:29])(=[O:27])=[O:28])[C:23]=1[CH3:30]

참가 물질

6

반응물 4

HCID 808054-Amino-6-chlorotoluene-2-sulphonic acidHCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 7019054Boc-Ser-Otbu

생성물 1

HCID 45275789O-{[(3-chloro-4-methyl-5-sulfophenyl)amino]carbonyl}-L-serine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Boc-Ser-OtBu, 100 mg (0.38 mmol), 86 mg (0.38 mmol) of 5-amino-3-chloro-2-methylbenzenesulfonic acid and 37 mg (0.0127 mmol) of triphosgene were suspended in 1 ml of methylene chloride, and 66 μl (0.76 mmol) of DIEA was added to the suspension. After stirring at room temperature overnight, the solvent was removed by distillation. The mixture was purified according to the purification step A to give the protected title compound. The protected product obtained was dissolved in 2 ml of trifluoroacetic acid and stirred for 2 hours. The solvent was then removed by distillation and the mixture was purified according to the purification step A to give the title compound.

후처리

  1. customthe solvent was removed by distillation
  2. customThe mixture was purified
  3. customaccording to the purification step A

출처 및 근거

ORD 기록
ord-715ab3645524440fab104abf76bc6b00
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877739B2

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