Hydroxyamine hydrochloride → HCID 178456097, 화합물

HRID 489629노트

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HRID 489629 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) was 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 was partitioned between ethyl acetate and water. The organic layer was separated, dried (MgSO4) and then evaporated under reduced pressure. The residual yellow oil was 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 white solid. MS: M(H+) 248.

후처리

  1. stirringstirred at room temperature for 5 hours
  2. customevaporated
  3. customThe residue was partitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. dry with materialdried (MgSO4)
  6. customevaporated under reduced pressure
  7. washeluting with a mixture of ethyl acetate and heptane

출처 및 근거

ORD 기록
ord-f080928cb4f849519ecc81b59681bd08
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06977256B2

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