MAGNESIUM SILICATE (synthetic) → benzyl 5-formyl-2(S)-phthalimidopentanoate

HRID 543209

반응식

HRID 543209 반응식
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27])[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[O-][Si]([O-])=O.[Mg+2]>C(Cl)Cl.CCOCC>[CH:2]([CH2:3][CH2:4][CH2:5][C@H:6]([N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27])[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])=[O:1]

참가 물질

6

반응물 3

HCID 61680MAGNESIUM SILICATE (synthetic)HCID 13851095(S)-2-Phthalimido-6-hydroxyhexanoic acid, phenylmethyl esterHCID 178418287HCID 178418287, 화합물

생성물 1

HCID 11003033benzyl 5-formyl-2(S)-phthalimidopentanoate수율 79.4%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 6344Dichloromethane용매

실험 절차

Benzyl 6-hydroxy-2(S)-phthalimidohexanoate (4.0 g) was dissolved in CH2Cl2 and treated with pyridinium chlorochromate (3.64 g). The reaction mixture was stirred under nitrogen for 4 hours and then diluted with 160 ml of ether. The mixture was filtered through a celite pad and concentrated to give an oil. This oil was passed through a short florisil column with ether as eluent. Concentration and drying in vacuo yielded pure benzyl 5-formyl-2(S)-phthalimidopentanoate (3.16 g); [α]D25° =-18.6° (CH2Cl2, c=4.1); I.R. (neat): 2730 cm-1.

후처리

  1. filtrationThe mixture was filtered through a celite pad
  2. concentrationconcentrated
  3. customto give an oil
  4. concentrationConcentration
  5. customdrying in vacuo

출처 및 근거

ORD 기록
ord-47ba65c3ab854e17af128a09832991eb
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04661479

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