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

HRID 434482ノート

反応式

HRID 434482 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 7018766Boc-L-leucinol収率 76.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7abee15dbd47486ab30ddc7e6eec07af
出典データセット
uspto-grants-1983_08
特許番号
US04397786

反応ノート

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