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3-Tert-butoxycarbonylamino-3-cyclobutyl-propionic acid → tert-butyl N-(1-cyclobutyl-3-hydroxypropyl)carbamate

HRID 445091
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HRID 445091 반응식
[C:1]([O:5][C:6]([NH:8][CH:9]([CH:14]1[CH2:17][CH2:16][CH2:15]1)[CH2:10][C:11](O)=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C1COCC1>[C:1]([O:5][C:6](=[O:7])[NH:8][CH:9]([CH:14]1[CH2:15][CH2:16][CH2:17]1)[CH2:10][CH2:11][OH:12])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

3

반응물 1

HCID 223093383-Tert-butoxycarbonylamino-3-cyclobutyl-propionic acid

생성물 1

HCID 68522076tert-butyl N-(1-cyclobutyl-3-hydroxypropyl)carbamate수율 35.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-tert-butoxycarbonylamino-3-cyclobutyl-propionic acid (0.300 g, 1.23 mmol) in THF (12 mL) was added BH3—SMe2 (1.70 mL, 3.33 mmol; 2.0 M solution in THF) at 0° C. After stirring at rt for 10 h, the reaction mixture was quenched with satd. NaHCO3, extracted with EtOAc, washed with brine, dried (Na2SO4), and concentrated in vacuo to afford (1-cyclobutyl-3-hydroxy-propyl)-carbamic acid tert-butyl ester (0.100 g); LC-MS [M+H]+ 230.0. The product is sufficiently pure for the next step and used for the next step without further purification.

후처리

  1. customthe reaction mixture was quenched with satd
  2. extractionNaHCO3, extracted with EtOAc
  3. washwashed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8d274076be214a25869e1c66c64b66f2
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08476285B2

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