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Trifluoroacetic acid → (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(2-((5-(hydroxymethyl)thiazol-2-yl)amino)acetamido)propanoate

HRID 1755486
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HRID 1755486 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:14][NH:15][C:16](=[O:26])[CH2:17][NH:18][C:19]1[S:20][C:21]([CH:24]=[O:25])=[CH:22][N:23]=1)[C:10]([O:12][CH3:13])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].FC(F)(F)C(O)=O>CO>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:14][NH:15][C:16](=[O:26])[CH2:17][NH:18][C:19]1[S:20][C:21]([CH2:24][OH:25])=[CH:22][N:23]=1)[C:10]([O:12][CH3:13])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 4311764Sodium borohydrideHCID 86700128(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(2-((5-formylthiazol-2-yl)amino)acetamido)propanoate

생성물 1

HCID 86700129(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(2-((5-(hydroxymethyl)thiazol-2-yl)amino)acetamido)propanoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of material from Example 106 (10 mg, 0.026 mmol) in methanol (1.5 mL) is added sodium borohydride (3.5 mg, 0.093 mmol). The reaction is allowed to stir at room temp for 1 min, cooled to 0° C., quenched with trifluoroacetic acid (26.5 μL, 0.344 mmol) and the solvent removed in vacuo. The resulting residue is used immediately in the next reaction. LC/MS (Condition A): ret, T=2.54 min, (M+Na) 411.

후처리

  1. temperaturecooled to 0° C.
  2. customthe solvent removed in vacuo
  3. customThe resulting residue is used immediately in the next reaction
  4. customT=2.54 min, (M+Na) 411

출처 및 근거

ORD 기록
ord-b48bfcec8b564ee1897bd790d5340fb8
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09169295B2

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