(S)-6-benzyl-6-aza-spiro[2,5]octan-4-ol → (4S)-6-Azaspiro[2.5]octan-4-ol

HRID 655497노트

반응식

HRID 655497 반응식
C([N:8]1[CH2:15][CH2:14][C:11]2([CH2:13][CH2:12]2)[C@H:10]([OH:16])[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[CH2:12]1[C:11]2([CH2:14][CH2:15][NH:8][CH2:9][C@H:10]2[OH:16])[CH2:13]1

참가 물질

4

반응물 1

HCID 25204267(S)-6-benzyl-6-aza-spiro[2,5]octan-4-ol

생성물 1

HCID 44541813(4S)-6-Azaspiro[2.5]octan-4-ol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

100 mg (S)-6-benzyl-6-aza-spiro[2.5]octan-4-ol were dissolved in 1 ml methanol and hydrogenated over palladium on barium sulfate. After de-benzylation (IPC by GC), the catalyst was filtered and the filtrate was concentrated under reduced pressure to provide the title compound. The amino alcohol was treated with di-tert-butyl-dicarbonate in methanol in the presence of triethylamine. The crude tert-butoxycarbonyl-protected amine product was analyzed by chiral GC (BGB-176; 30 m×0.25 mm; 80° C. to 210° C. in 43 min) and proved to be identical with intermediate 2b.

후처리

  1. filtrationAfter de-benzylation (IPC by GC), the catalyst was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-fc684744d4034f1f8632f517bbd0a673
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071586B2

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