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Dibenzoyltartaric acid → 3-Methyl-4-piperidyl (3S,4S)-Pivalate

HRID 1928989
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반응식

HRID 1928989 반응식
[CH3:1][C@H:2]1[C@H:7]([O:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:6][CH2:5][NH:4][CH2:3]1.C1C=CC(C(O[C@@H](C(O)=O)[C@@H](OC(C2C=CC=CC=2)=O)C(O)=O)=O)=CC=1>CCOC(C)=O>[CH3:1][C@@H:2]1[C@@H:7]([O:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:6][CH2:5][NH:4][CH2:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 75969Dibenzoyltartaric acidHCID 59600263(3R,4R)-3-methylpiperidin-4-yl pivalate

생성물 1

HCID 596002413-Methyl-4-piperidyl (3S,4S)-Pivalate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

Racemic 19 (62.7 g, 314.4 mmol) is dissolved in EtOAc (300 ml) and a solution of L-(−)-0,0′-Dibenzoyl tartaric acid (56.3 g, 157.2 mmol) in EtOAc (450 ml) is added. The formed solid is filtered off, washed with cold EtOAc and dried. It is then re-crystallized from hot methanol (400 ml). The crystals are collected and the free base is liberated by treatment with 1N-NaOH and extraction with ether.

후처리

  1. filtrationThe formed solid is filtered off
  2. washwashed with cold EtOAc
  3. customdried
  4. customIt is then re-crystallized from hot methanol (400 ml)
  5. customThe crystals are collected
  6. extractionthe free base is liberated by treatment with 1N-NaOH and extraction with ether

출처 및 근거

ORD 기록
ord-95dcb244d7b34331b9fed35d1657614f
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08183366B2

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