Lithium hydroxide, monohydrate → Boc-DL-m-tyrosine

HRID 449505노트

반응식

HRID 449505 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=1)[C:10]([O:12]C)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].O.[OH-].[Li+]>CO.O>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=1)[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 23033930Methyl 2-(tert-butoxycarbonylamino)-3-(3-hydroxyphenyl)propanoate

생성물 1

HCID 13890118Boc-DL-m-tyrosine수율 102.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Methyl 2-(tert-butoxycarbonylamino)-3-(3-hydroxyphenyl)propanoate (0.91 g, 3.1 mmol) was taken up in methanol (30 mL) at rt and the lithium hydroxide monohydrate (0.51 g, 12.3 mmol) in water (10 mL) was added. The reaction was complete after stirring for 2 h. The methanol was removed under reduced pressure to give an aqueous layer which was partitioned between ethyl acetate and 1 N HCl. The organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure to give 2-(tert-butoxycarbonylamino)-3-(3-hydroxyphenyl)propanoic acid (0.89 g, 100%). Analytical LCMS (M+H-Boc)+: m/z=181.9.

후처리

  1. customThe methanol was removed under reduced pressure
  2. customto give an aqueous layer which
  3. customwas partitioned between ethyl acetate and 1 N HCl
  4. washThe organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9d6c65e0a4064808967edc0f5d56a948
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481732B2

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