Hydroxyamine hydrochloride → HCID 178456097、化合物

HRID 489629ノート

反応式

HRID 489629 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 178456097HCID 178456097、化合物収率 32.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒3 回HCID 10942334Sodium Methoxide溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f080928cb4f849519ecc81b59681bd08
出典データセット
uspto-grants-2005_12
特許番号
US06977256B2

反応ノート

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