Piperidine → (13S,16R)-16-Amino-13-isopropyl-2,11-dioxa-14-azabicyclo[16.2.2]docosa-1(21),18(22),19-trien-15-one

HRID 626630노트

반응식

HRID 626630 반응식
C1C2C(OC(=O)[N:16](C)[C@@H:17]3[CH2:36][C:35]4=[CH:37][CH:38]=[C:32]([CH:33]=[CH:34]4)[O:31][CH2:30][CH:29]=[CH:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][O:22][CH2:21][C@H:20]([CH:39]([CH3:41])[CH3:40])[NH:19][C:18]3=[O:42])C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>CO.[Pd]>[NH2:16][C@@H:17]1[CH2:36][C:35]2=[CH:34][CH:33]=[C:32]([CH:38]=[CH:37]2)[O:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][O:22][CH2:21][C@H:20]([CH:39]([CH3:40])[CH3:41])[NH:19][C:18]1=[O:42]

참가 물질

5

반응물 2

HCID 8082PiperidineHCID 867279389H-Fluoren-9-yl-methyl((13S,16R)-13-isopropyl-15-oxo-2,11-dioxa-14-azabicyclo[16.2.2]docosa-1(21),4,18(22),19-tetraen-16-yl)carbamate

생성물 1

HCID 67028556(13S,16R)-16-Amino-13-isopropyl-2,11-dioxa-14-azabicyclo[16.2.2]docosa-1(21),18(22),19-trien-15-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 0.87 (1.46 mmol) of 9H-fluoren-9-yl-methyl((13S,16R)-13-isopropyl-15-oxo-2,11-dioxa-14-azabicyclo[16.2.2]docosa-1(21),4,18(22),19-tetraen-16-yl)-carbamate and 0.16 g of 10% Pd/C in 100 ml of methanol was stirred under a hydrogen atmosphere at RT. After stirring overnight and addition of 0.5 ml of piperidine, stirring was continued for 2 h, and the mixture was filtered and freed of solvent. The residue was separated by preparative HPLC. The required fractions were combined and freeze dried. 0.18 g of the title compound was obtained as trifluoroacetate.

후처리

  1. stirringAfter stirring overnight
  2. stirringstirring
  3. filtrationthe mixture was filtered
  4. customThe residue was separated by preparative HPLC
  5. customfreeze dried

출처 및 근거

ORD 기록
ord-50b7a450dba449369224dfefe6a4f6a8
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309207B2

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