Methanol → 2-Amino-N-((2R)-3-(benzyloxy)-1-(2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonan-6-yl)-1-oxopropan-2-yl)-2-methylpropanamide

HRID 1036680노트

반응식

HRID 1036680 반응식
[CH2:1]([O:8][CH2:9][C@@H:10]([NH:30][C:31](=[O:43])[C:32]([NH:35]C(=O)OC(C)(C)C)([CH3:34])[CH3:33])[C:11]([N:13]1[CH2:29][CH2:28][CH2:27][C:15]2([C:18](=[O:19])[N:17]([CH3:20])[CH:16]2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:14]1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O.CO>C(Cl)Cl>[NH2:35][C:32]([CH3:34])([CH3:33])[C:31]([NH:30][C@H:10]([CH2:9][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:11]([N:13]1[CH2:29][CH2:28][CH2:27][C:15]2([C:18](=[O:19])[N:17]([CH3:20])[CH:16]2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:14]1)=[O:12])=[O:43]

참가 물질

5

반응물 3

HCID 887MethanolHCID 6422Trifluoroacetic acidHCID 71060399tert-butyl 1-((2R)-3-(benzyloxy)-1-(2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonan-6-yl)-1-oxopropan-2-ylamino)-2-methyl-1-oxopropan-2-ylcarbamate

생성물 1

HCID 710602252-Amino-N-((2R)-3-(benzyloxy)-1-(2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonan-6-yl)-1-oxopropan-2-yl)-2-methylpropanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture comprising tert-butyl 1-((2R)-3-(benzyloxy)-1-(2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonan-6-yl)-1-oxopropan-2-ylamino)-2-methyl-1-oxopropan-2-ylcarbamate (290.8 mg, 0.491 mmol) and TFA (0.378 ml, 4.91 mmol) in DCM (3 ml) was stirred at room temperature for 90 minutes. The solvent was removed in vacuo to afford a colourless oil. The oil was dissolved with methanol (3 ml) and passed through a 10 g SCX2 cartridge eluting with 2M NH3 in methanol (70 ml). The solvent was removed in vacuo to yield the title compound as diastereomeric mixture.

후처리

  1. customThe solvent was removed in vacuo
  2. customto afford a colourless oil
  3. washeluting with 2M NH3 in methanol (70 ml)
  4. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-236910cb946041a1b68e676359fff258
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546416B2

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