Sodium borohydride → tert-butyl((2S)-3-hydroxyhexan-2-yl)carbamate

HRID 340504노트

반응식

HRID 340504 반응식
[BH4-].[Na+].[C:3]([O:7][C:8](=[O:17])[NH:9][C@H:10]([C:12](=[O:16])[CH2:13][CH2:14][CH3:15])[CH3:11])([CH3:6])([CH3:5])[CH3:4]>CO.C(O)(C)C>[C:3]([O:7][C:8](=[O:17])[NH:9][C@H:10]([CH:12]([OH:16])[CH2:13][CH2:14][CH3:15])[CH3:11])([CH3:4])([CH3:5])[CH3:6]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 75406864(S)-tert-butyl(3-oxohexan-2-yl)carbamate

생성물 1

HCID 87514848tert-butyl((2S)-3-hydroxyhexan-2-yl)carbamate수율 96.2%

시약·촉매·용매 1

HCID 21255859Isopropanol methanol용매

실험 절차

Sodium borohydride (3.7 g) was added in divided portions to a methanol/isopropanol (30 ml/30 ml) solution containing (S)-tert-butyl(3-oxohexan-2-yl)carbamate (17.5 g) at room temperature, followed by stirring for 1 hour. The solvent was distilled away under reduced pressure, and water was added, followed by extraction with ethyl acetate. The obtained organic layer was washed with saturated saline and dried over anhydrous sodium sulfate, the solvent was distilled away under reduced pressure, and a white solid of tert-butyl((2S)-3-hydroxyhexan-2-yl)carbamate (17 g) was obtained.

후처리

  1. distillationThe solvent was distilled away under reduced pressure, and water
  2. additionwas added
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe obtained organic layer was washed with saturated saline
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled away under reduced pressure

출처 및 근거

ORD 기록
ord-372ca76a0f464f6e9fda63163dd732f4
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895585B2

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