Dicyclohexylcarbodiimide → (RS)-2-(5-Phenyl-[1,3,4]oxadiazol-2-ylmethyl)-piperidine-1-carboxylic acid tert butyl ester

HRID 30163

반응식

HRID 30163 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]([OH:17])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(N=C=NC2CCCCC2)CCCCC1.[C:33]1([C:39]2NN=[N:41][N:40]=2)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C1(C)C=CC=CC=1.C(OCC)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]1[O:17][C:39]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[N:40][N:41]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 50585361-Boc-2-Piperidineacetic AcidHCID 178418369HCID 178418369, 화합물

생성물 1

HCID 86628996(RS)-2-(5-Phenyl-[1,3,4]oxadiazol-2-ylmethyl)-piperidine-1-carboxylic acid tert butyl ester수율 64.1%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 3283Diethyl Ether용매

반응 조건

온도
100 °C

실험 절차

A mixture of 2carboxymethyl-piperidine-1-carboxylic acid tert butyl ester (1.22 g), (Peschke, Bernd; Ankersen, Michael; Hansen, Birgit Sehested; Hansen, Thomas Kruse; Johansen, Nils Langeland; Lau, Jesper; Madsen, Kjeld; Petersen, Hans; Thogersen, Henning; Watson, Brett. Eur. J. Med. Chem. (1999), 34(5), 363-380), dicyclohexylcarbodiimide (1.05 g) and 5-phenyltetrazole (0.73 g) in toluene (25 ml) was heated at 100° C. for 3 h. The reaction mixture was cooled to room temperature, diluted with diethyl ether and solvent decanted from the precipitated gum. The gum was column chromatographed (silica gel, 0-50% ethyl acetate in pentane eluant) to give the title compound (1.1 g).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customdecanted from the precipitated gum
  3. customchromatographed (silica gel, 0-50% ethyl acetate in pentane eluant)

출처 및 근거

ORD 기록
ord-41b75ded3f14474c870fb3bc7d04222c
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423052B2

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