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Sodium Hydroxide → HCID 18654886, 화합물

HRID 2226385
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HRID 2226385 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:14]([N:16]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][C@H:17]1[C:25]([O:27]CC)=[O:26])=[O:15])[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:14]([N:16]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][C@H:17]1[C:25]([OH:27])=[O:26])=[O:15])[CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 67788724HCID 67788724, 화합물

생성물 1

HCID 18654886HCID 18654886, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 3.22 g of 1-[N-benzyloxycarbonyl-(S)-alanyl]octahydroindole-2(S)-carboxylic acid, ethyl ester in 150 ml of methanol, add 20 ml of 2.5N sodium hydroxide and stir the mixture at room temperature for 18 hours. Concentrate the mixture under nitrogen, dilute the residue with ice-water and then make the mixture acidic with concentrated hydrochloric acid. Extract the aqueous solution with ethyl acetate and dry the organic phase over magnesium sulfate. Concentrate the organic phase and place it on a column of silica gel (500 g., 60-200 mesh). Elute with chloroform:glacial acetic acid 9:1 to give 1- [N-benzyloxycarbonyl-(S)-alanyl ]octahydroindole-2(S)-carboxylic acid, a white solid [α]D26 62.1° (ethanol), m.p. 58.60°.

후처리

  1. concentrationConcentrate the mixture under nitrogen
  2. additiondilute the residue with ice-water
  3. extractionExtract the aqueous solution with ethyl acetate
  4. dry with materialdry the organic phase over magnesium sulfate
  5. concentrationConcentrate the organic phase and place it on a column of silica gel (500 g., 60-200 mesh)
  6. washElute with chloroform

출처 및 근거

ORD 기록
ord-32a74e4db49f4990a1317c061a348cf2
출처 데이터셋
uspto-grants-1994_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05348944

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