HCID 59598472, 화합물 → (R)-tert-butyl 2-(5-methoxypentanoyl)morpholine-4-carboxylate

HRID 2266280노트

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HRID 2266280 반응식
CON(C)[C:4]([C@@H:6]1[O:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]1)=[O:5].[CH3:20][O:21][CH2:22][CH2:23][CH2:24][CH2:25][Mg]Cl>C1COCC1>[CH3:20][O:21][CH2:22][CH2:23][CH2:24][CH2:25][C:4]([C@@H:6]1[O:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:16])([CH3:17])[CH3:18])=[O:13])[CH2:7]1)=[O:5]

참가 물질

4

반응물 2

HCID 59598472HCID 59598472, 화합물HCID 178495008HCID 178495008, 화합물

생성물 1

HCID 59598474(R)-tert-butyl 2-(5-methoxypentanoyl)morpholine-4-carboxylate수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred solution of (R)-tert-butyl 2-(methoxy(methyl)carbamoyl)morpholine-4-carboxylate (1.37 g, 5.0 mmol) in THF (10 mL) at −20° C., there was added 1.47 M 4-methoxybutylmagnesium chloride in THF (10.2 mL, 15.0 mmol) dropwise to keep the temperature below −20° C. After addition, the resulting solution was warmed to rt and quenched with 1 N aq HCl (10 mL). The organic layer was separated, and the aqueous layer was extracted with ether (3×5 mL). Combined organic layers were washed with satd aq NaHCO3 (10 mL) and brine (5 mL) and dried over Na2SO4. Removal of the solvent under vacuum gave (R)-tert-butyl 2-(5-methoxypentanoyl)morpholine-4-carboxylate (1.41 g, 93%), which was used without purification. MS m/s 324 (M+Na+).

후처리

  1. customthe temperature below −20° C
  2. additionAfter addition
  3. customquenched with 1 N aq HCl (10 mL)
  4. customThe organic layer was separated
  5. extractionthe aqueous layer was extracted with ether (3×5 mL)
  6. washCombined organic layers were washed with satd aq NaHCO3 (10 mL) and brine (5 mL)
  7. dry with materialdried over Na2SO4
  8. customRemoval of the solvent under vacuum

출처 및 근거

ORD 기록
ord-6cec9b7f9bac46989a50f110dfdfc3ce
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858624B2

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