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Sodium Hydroxide → Bis-(3,4-methylenedioxyphenylmethyl)acetyl-(alpha-methyl-D-tryptophan)

HRID 976043
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HRID 976043 반응식
C[C:2]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]2[O:38][CH2:39][O:40][C:34]=2[CH:33]=1)([CH2:21][C:22]1[CH:27]=[CH:26][C:25]2[O:28][CH2:29][O:30][C:24]=2[CH:23]=1)[C:3]([NH:5][C@@:6]([CH3:20])([C:17]([OH:19])=[O:18])[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)=[O:4].[OH-].[Na+]>CO.C1COCC1.O.CCOCC>[CH2:39]1[O:38][C:35]2[CH:36]=[CH:37][C:32]([CH2:31][CH:2]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]4[O:28][CH2:29][O:30][C:24]=4[CH:23]=3)[C:3]([NH:5][C@@:6]([CH3:20])([C:17]([OH:19])=[O:18])[CH2:7][C:8]3[C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[NH:10][CH:9]=3)=[O:4])=[CH:33][C:34]=2[O:40]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 14798Sodium HydroxideHCID 86750507Methyl bis-(3,4-methylenedioxyphenylmethyl)acetyl-(alpha-methyl-D-tryptophan)

생성물 1

HCID 86750508Bis-(3,4-methylenedioxyphenylmethyl)acetyl-(alpha-methyl-D-tryptophan)수율 82.3%

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매
HCID 3283
Diethyl Ether
용매
HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 0.36 g (0.66 mmol) of methyl bis-(3,4-methylenedioxyphenylmethyl)acetyl-(α-methyl-D-tryptophan) in 10 mL MeOH and 2 mL THF was treated with a solution of 0.133 g (3.3 mmol) of NaOH in 2 mL H2O and the solution stirred at room temperature for 2 days. The solvent was removed under reduced pressure and the residue taken up in EtOAc and washed twice with 1N HCl, then saturated NaCl. Drying over MgSO4 and removal of the solvent under reduced pressure gave the product. This was dissolved in Et2O and the solvent removed under reduced pressure to give 0.28 g (82.3% yield) of the product as an amorphous white solid. The structure was confirmed by NMR and mass spectroscopy.

후처리

  1. customThe solvent was removed under reduced pressure
  2. washwashed twice with 1N HCl
  3. dry with materialDrying over MgSO4 and removal of the solvent under reduced pressure
  4. customgave the product
  5. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-3b4a85a92b9e4024a45c2487b4a94c20
출처 데이터셋
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05610177

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