Hydroxyamine hydrochloride → HCID 178456097, 화합물

HRID 1455582노트

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HRID 1455582 반응식
[C:1]([O:5][C:6](=[O:15])[NH:7][CH:8]([CH2:13][CH3:14])[CH:9]([C:11]#[N:12])[OH:10])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:17][OH:18]>CO.C[O-].[Na+]>[C:1]([O:5][C:6](=[O:15])[NH:7][C@H:8]([CH:9]([OH:10])[C:11](=[NH:12])[NH:17][OH:18])[CH2:13][CH3:14])([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 2

HCID 443297Hydroxyamine hydrochlorideHCID 23586837(2-Cyano-1-ethyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester

생성물 1

HCID 178456097HCID 178456097, 화합물수율 32.2%

시약·촉매·용매 2

HCID 887Methanol용매3회HCID 10942334Sodium Methoxide용매

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온도
0 °C

실험 절차

A solution of (2-cyano-1-ethyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester (9.53 g, 44 mmol) in methanol (80 mL) is cooled to 0° C. and treated successively with hydroxylamine hydrochloride (3.05 g, 44 mmol) in methanol (80 mL) and 25% sodium methoxide solution in methanol (10.2 mL). After stirring at 0° C. for 5 minutes the reaction mixture stirred at room temperature for 5 hours and then evaporated. The residue is partitioned between ethyl acetate and water. The organic layer is separated, dried over magnesium sulfate and then evaporated under reduced pressure. The residual oil is subjected to mplc, eluting with a mixture of ethyl acetate and heptane to give {(S)-1-[hydroxy-(N-hydroxycarbamimidoyl)-methyl]-propyl}-carbamic acid tert-butyl ester (3.5 g) as a solid. MS: MH+248.

후처리

  1. stirringstirred at room temperature for 5 hours
  2. customevaporated
  3. customThe residue is partitioned between ethyl acetate and water
  4. customThe organic layer is separated
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under reduced pressure
  7. washeluting with a mixture of ethyl acetate and heptane

출처 및 근거

ORD 기록
ord-dcf6bfaf3999417d8457d22b1df87010
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482448B2

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