Hydrochloric Acid → 3-Amino-2,2-dimethyl-propionic acid TFA salt

HRID 1481150노트

반응식

HRID 1481150 반응식
C[O:2][C:3](=[O:16])[C:4]([CH3:15])([CH3:14])[CH2:5][NH:6]C(OC(C)(C)C)=O.[OH-].[Na+].Cl.[C:20]([OH:26])([C:22]([F:25])([F:24])[F:23])=[O:21]>CO.C(Cl)Cl>[OH:26][C:20]([C:22]([F:25])([F:24])[F:23])=[O:21].[NH2:6][CH2:5][C:4]([CH3:15])([CH3:14])[C:3]([OH:16])=[O:2]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 71607330Methyl 3-((tert-butoxycarbonyl)amino)-2,2-dimethylpropanoate

생성물 1

HCID 1317322153-Amino-2,2-dimethyl-propionic acid TFA salt

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-tert-butoxycarbonylamino-2,2-dimethyl-propionic acid methyl ester (2.5 g, 10.8 mmol) in MeOH (30 mL) was added 1 M NaOH (27 mL, 27 mmol), and the resulting mixture was stirred at r.t. for 16 h. 1 M HCl was added until pH was ˜3, and the mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated. The residue obtained was dissolved CH2Cl2 (10 mL), and TFA (7 mL) was added. The resulting mixture was stirred at r.t. for 3 days, then concentrated to dryness to give 2.1 g of the title compound as a gray solid. 1H NMR (DMSO-d6, 200 MHz): δ ppm=7.8 (br s, 3H), 2.80-3.00 (m, 2H), 1.18 (s, 6H).

후처리

  1. extractionthe mixture was extracted with EtOAc
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated
  4. customThe residue obtained
  5. additionwas added
  6. stirringThe resulting mixture was stirred at r.t. for 3 days
  7. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-fa98b959a7ec4d7fad1f4089dcda8fb0
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409892B2

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