Methanol → 2-{[(Benzyloxy)carbonyl]amino}-3-(1-methylcyclohexyl)propanoic acid

HRID 451786

반응식

HRID 451786 반응식
[CH2:1]([O:8][C:9]([NH:11][CH:12]([CH2:17][C:18]1([CH3:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[C:13]([O:15]C)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].CO>O>[CH2:1]([O:8][C:9]([NH:11][CH:12]([CH2:17][C:18]1([CH3:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 59201682Methyl 2-(benzyloxycarbonylamino)-3-(1-methylcyclohexyl)propanoate

생성물 1

HCID 592017212-{[(Benzyloxy)carbonyl]amino}-3-(1-methylcyclohexyl)propanoic acid수율 36%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of methyl 2-(benzyloxycarbonylamino)-3-(1-methylcyclohexyl)propanoate, 10.00 g of KOH, 100 mL of MeOH, and 20 mL of water was vigorously stirred at rt for 17 h. After methanol was evaporated under reduced pressure, the residue was diluted with water and extracted with Et2O (2×). The aqueous phase was treated with 100 mL of 2 NHCl, extracted with EtOAc (3×), and dried over Na2SO4. The extracts were evaporated under reduced pressure to afford 1.5150 g (36% in two steps) of 2-(benzyloxycarbonylamino)-3-(1-methylcyclohexyl)propanoic acid. MS ESI +ve m/z 320 (M+H).

후처리

  1. customAfter methanol was evaporated under reduced pressure
  2. additionthe residue was diluted with water
  3. extractionextracted with Et2O (2×)
  4. additionThe aqueous phase was treated with 100 mL of 2 NHCl
  5. extractionextracted with EtOAc (3×)
  6. dry with materialdried over Na2SO4
  7. customThe extracts were evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-0b45424b9fb34b919301478106d6887d
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487108B2

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