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Acetic Acid → Methyl α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetate

HRID 1007750
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HRID 1007750 반응식
[C:1]([NH:8][CH:9]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:10]([O:12][CH3:13])=[O:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(O)(=O)C.[H][H]>CO.[Rh]>[C:1]([NH:8][CH:9]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[C:10]([O:12][CH3:13])=[O:11])([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]
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참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 14427180HCID 14427180, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 13773588Methyl α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetate

시약·촉매·용매 2

HCID 23948Rhodium촉매HCID 887Methanol용매

실험 절차

N-BOC-a-phenylglycine, methyl ester (1.2 g) is dissolved in methanol (50 ml) containing acetic acid (1 ml). 5% rhodium on aluminum powder (0.60 g) is added and the mixture shaken under 50 psi hydrogen for about 18 hours. The mixture is filtered, evaporated in vacuo , and the residue taken up into ethyl acetate. The organic solution is washed with water, saturated sodium bicarbonate solution, water, brine, dried over magnesium sulfate, filtered, evaporated in vacuo to give N-BOC-a-cyclohexylglycine, methyl ester.

후처리

  1. filtrationThe mixture is filtered
  2. customevaporated in vacuo
  3. washThe organic solution is washed with water, saturated sodium bicarbonate solution, water, brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-e87ee7afbe1a4db3b857d63794c6ae14
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06797700B2

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