Acetic Anhydride → HCID 178476300, 화합물

HRID 1486216

반응식

HRID 1486216 반응식
[OH:1][CH2:2][CH2:3][C@H:4]1[CH2:9][CH2:8][C@H:7]([CH:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:11][CH:12]=[O:13])[CH2:6][CH2:5]1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:22]([O:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH:10]([NH:14][C:15]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:21])[CH2:11][CH:12]=[O:13])[CH2:8][CH2:9]1)(=[O:24])[CH3:23]

참가 물질

5

반응물 2

HCID 7918Acetic AnhydrideHCID 178453538HCID 178453538, 화합물

생성물 1

HCID 178476300HCID 178476300, 화합물수율 88.6%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of tert-butyl 1-(trans-4-(2-hydroxyethyl)cyclohexyl)-3-oxopropylcarbamate (1.88 g, 6.28 mmol) in DCM (60 mL) was added DMAP (cat. amount), followed by addition of TEA (2.63 mL, 18.84 mmol) and acetic anhydride (0.89 mL, 9.42 mmol) at 0° C. under N2. The mixture was stirred at rt for 3 h, and diluted with DCM, quenched by addition of aqueous NaHCO3 solution. The organic phase was separated and dried over Na2SO4. Purification by flash column chromatography (eluent: 40% EtOAc in hexanes) gave the product as colorless gel (1.90 g, 88.6%).

후처리

  1. customquenched by addition of aqueous NaHCO3 solution
  2. customThe organic phase was separated
  3. dry with materialdried over Na2SO4
  4. customPurification by flash column chromatography (eluent: 40% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-c87a43d01fb949759c57b933f2bf4f1c
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422314B2

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