Triphenylphosphine → methyl (R)-8-[N-t-butoxy-carbonyl-p-chlorophenylsulfonamido]-4-[3-(3-pyridyl)propyl]octanoate

HRID 465622노트

반응식

HRID 465622 반응식
O[CH2:2][CH2:3][CH2:4][CH2:5][C@@H:6]([CH2:13][CH2:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)[CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10].[C:22]([O:26][NH:27][S:28]([CH:31]1[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]1=[C:38]=[O:39])(=[O:30])=[O:29])([CH3:25])([CH3:24])[CH3:23].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C(Cl)Cl>[C:22]([O:26][N:27]([CH2:2][CH2:3][CH2:4][CH2:5][C@@H:6]([CH2:13][CH2:14][CH2:15][C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)[CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])[S:28]([CH:31]1[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]1=[C:38]=[O:39])(=[O:30])=[O:29])([CH3:25])([CH3:23])[CH3:24]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 10017284methyl (R)-8-hydroxy-4-[3-(3-pyridyl)propyl]octanoateHCID 86746178HCID 86746178, 화합물

생성물 1

HCID 86746177methyl (R)-8-[N-t-butoxy-carbonyl-p-chlorophenylsulfonamido]-4-[3-(3-pyridyl)propyl]octanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl (R)-8-hydroxy-4-[3-(3-pyridyl)propyl]octanoate (1.09 g 3.7 mmol), N-t-butoxy-carbonyl-p-chlorophenylsulfonamide (1.52 g, 5.2 mmol) and triphenylphosphine (1.92 g, 7.3 mmol) in methylene chloride (17 ml) is added dropwise diethyl azodicarboxylate (0.82 ml, 5.2 mmol). The reaction mixture is allowed to stir or 1 hour and the solvent is evaporated. The residue is purified by flash chromatography on silica gel using 1:1 ethyl acetate/hexane to obtain methyl (R)-8-[N-t-butoxy-carbonyl-p-chlorophenylsulfonamido]-4-[3-(3-pyridyl)propyl]octanoate; IR (CH2Cl2): 1730, 1356, 1154 cm- 1.

후처리

  1. customthe solvent is evaporated
  2. customThe residue is purified by flash chromatography on silica gel using 1:1 ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-c01535285c094031aee9ef8e5fdd525f
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05153214

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