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Methanol → Methyl 3-iodo-alpha-methyl-D-phenylalaninate

HRID 857119
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인쇄 미리보기

반응식

HRID 857119 반응식
[I:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH2:5][C@:6]([CH3:11])([C:8]([OH:10])=[O:9])[NH2:7].S(Cl)(Cl)=O.[CH3:19]O>>[I:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[CH2:5][C@:6]([CH3:11])([C:8]([O:10][CH3:19])=[O:9])[NH2:7]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 10357711H-alpha-Me-D-Phe(3-I)-OH

생성물 1

HCID 69344515Methyl 3-iodo-alpha-methyl-D-phenylalaninate

실험 절차

A solution of 3-iodo-α-methyl-D-phenylalanine (0.9 g) in MeOH (50 ml) was treated with thionyl chloride (3.5 ml) and the mixture was heated to reflux for 3 days. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc and washed with aqueous sodium bicarbonate, brine, dried (MgSO4) and evaporated to dryness to give the title compound (0.73 g) LCMS RT=2.12 min.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 days
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe residue was dissolved in EtOAc
  5. washwashed with aqueous sodium bicarbonate, brine
  6. dry with materialdried (MgSO4)
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-2645e9c24a324bbf91119a7507b19592
출처 데이터셋
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07144908B2

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