Benzyl chloroformate → Carbobenzoxyhomoserine

HRID 556387ノート

反応式

HRID 556387 の反応式
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH2:3][CH2:4][OH:5].Cl[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]>O1CCOCC1>[CH2:13]([O:12][C:10]([NH:1][C@H:2]([CH2:3][CH2:4][OH:5])[C:6]([OH:8])=[O:7])=[O:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

4

反応物 2

HCID 10387Benzyl chloroformateHCID 12647L-Homoserine

生成物 1

HCID 193811Carbobenzoxyhomoserine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To an ice-cooled solution of H-Hse-OH (5 g) in dioxane/2M NaOH (168 mL/42 mL) was added benzyl chloroformate (6.7 mL) dropwise over 15 min. The reaction mixture was allowed to warm to RT and was stirred overnight at RT. The solvent was evaporated off and the aq. residue was extracted with Et2O and acidified with a 2M HCl solution. The aq. phase was extracted with DCM. The DCM layers were combined, washed with water, dried (Na2SO4) and evaporated off to give the desired product as a white powder (6.2 g).

後処理

  1. customThe solvent was evaporated off
  2. extractionthe aq. residue was extracted with Et2O
  3. extractionThe aq. phase was extracted with DCM
  4. washwashed with water
  5. dry with materialdried (Na2SO4)
  6. customevaporated off

出典と根拠

ORDレコード
ord-b1cfcd14a8e5412eb115fc2fc66c5adf
出典データセット
uspto-grants-2011_11
特許番号
US08058263B2

反応ノート

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