tert-Butyl (S)-6-tert-butoxycarbonylamino-2-[((9S,12R)-9-isopropyl-11-oxo-2,7-dioxa-10-azabicyclo[12.2.2]octadeca-1(17),14(18),15-trien-12-ylsulfamoyl)amino]hexanoate → (S)-6-Amino-2-[((9S,12R)-9-isopropyl-11-oxo-2,7-dioxa-10-azabicyclo[12.2.2]octadeca-1(17),14(18),15-trien-12-ylsulfamoyl)amino]hexanoic acid

HRID 2274558노트

반응식

HRID 2274558 반응식
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C@H:13]([NH:21][S:22](=[O:47])(=[O:46])[NH:23][C@@H:24]1[CH2:39][C:38]2=[CH:40][CH:41]=[C:35]([CH:36]=[CH:37]2)[O:34][CH2:33][CH2:32][CH2:31][CH2:30][O:29][CH2:28][C@H:27]([CH:42]([CH3:44])[CH3:43])[NH:26][C:25]1=[O:45])[C:14]([O:16]C(C)(C)C)=[O:15])=O)(C)(C)C>ClCCl.C(O)(C(F)(F)F)=O>[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C@H:13]([NH:21][S:22](=[O:46])(=[O:47])[NH:23][C@@H:24]1[CH2:39][C:38]2=[CH:37][CH:36]=[C:35]([CH:41]=[CH:40]2)[O:34][CH2:33][CH2:32][CH2:31][CH2:30][O:29][CH2:28][C@H:27]([CH:42]([CH3:44])[CH3:43])[NH:26][C:25]1=[O:45])[C:14]([OH:16])=[O:15]

참가 물질

3

반응물 1

HCID 67320439tert-Butyl (S)-6-tert-butoxycarbonylamino-2-[((9S,12R)-9-isopropyl-11-oxo-2,7-dioxa-10-azabicyclo[12.2.2]octadeca-1(17),14(18),15-trien-12-ylsulfamoyl)amino]hexanoate

생성물 1

HCID 67320445(S)-6-Amino-2-[((9S,12R)-9-isopropyl-11-oxo-2,7-dioxa-10-azabicyclo[12.2.2]octadeca-1(17),14(18),15-trien-12-ylsulfamoyl)amino]hexanoic acid수율 56.4%

시약·촉매·용매 1

HCID 21863450Trifluoroacetic acid methylene chloride용매

실험 절차

A solution of 78 mg (0.114 mmol) of tert-butyl (S)-6-tert-butoxycarbonylamino-2-[((9S,12R)-9-isopropyl-11-oxo-2,7-dioxa-10-azabicyclo[12.2.2]octadeca-1(17),14(18),15-trien-12-ylsulfamoyl)amino]hexanoate in 3 ml of dichloromethane/TFA (1:1, v/v) was left to stand at RT for 2 h and then concentrated. The crude product was purified by prep. HPLC. The required fractions were combined and freeze dried after addition of 1N hydrochloric acid. 34 mg of the title compound were obtained as hydrochloride. LC/MS (method F): Rt=2.97 min, m/z: 529.23 [MH+].

후처리

  1. concentrationconcentrated
  2. customThe crude product was purified by prep
  3. customfreeze dried
  4. additionafter addition of 1N hydrochloric acid

출처 및 근거

ORD 기록
ord-cc28ec0391c3407ab8f3d36001f1dd9b
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126955B2

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