tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamate → Boc-L-leucinol

HRID 434482노트

반응식

HRID 434482 반응식
[C:1]([NH:8][C@H:9]([CH:14]=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[BH4-].[Na+]>CO>[C:1]([NH:8][C@H:9]([CH2:14][OH:15])[CH2:10][CH:11]([CH3:12])[CH3:13])([O:3][C:4]([CH3:5])([CH3:7])[CH3:6])=[O:2]

참가 물질

4

반응물 2

HCID 104275tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamateHCID 4311764Sodium borohydride

생성물 1

HCID 7018766Boc-L-leucinol수율 76.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of BOC-leucinal (168 mg, 0.780 mmol) in methanol (2 ml) cooled to 0° C., was added sodium borohydride (30 mg, 0.780 mmol). After stirring 15 min, the reaction was complete by TLC. The methanol was removed in vacuo and the resulting residue slurried with water and extracted with ether (3×). The combined ethereal extracts were washed with saturated NaCl (aq) (2×), dried over MgSO4, and filtered. The filtrate was stripped to dryness in vacuo to give 130 mg of BOC-leucinol as a colorless oil with properties identical to those described above in Example 1, Step A.

후처리

  1. customThe methanol was removed in vacuo
  2. extractionextracted with ether (3×)
  3. washThe combined ethereal extracts were washed with saturated NaCl (aq) (2×)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered

출처 및 근거

ORD 기록
ord-7abee15dbd47486ab30ddc7e6eec07af
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04397786

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