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

HRID 253540노트

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HRID 253540 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

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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 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 (4-methoxybutyl)magnesium chloride in THF (1.47 M, 10.2 mL, 15.0 mmol) dropwise such that the temperature remained 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). The combined organic layers were washed with satd aq NaHCO3 (10 mL) and brine (5 mL), and dried over Na2SO4. The solvent was then removed in vacuo to give (R)-tert-butyl 2-(5-methoxypentanoyl)morpholine-4-carboxylate (1.41 g, 93%), which was used for the next step without purification; MS m/s 324 (M+Na+).

후처리

  1. customremained 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. washThe combined organic layers were washed with satd aq NaHCO3 (10 mL) and brine (5 mL)
  7. dry with materialdried over Na2SO4
  8. customThe solvent was then removed in vacuo

출처 및 근거

ORD 기록
ord-36657eaff8514535827fb593f8f22f5b
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872028B2

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