Hydrochloric Acid → (R)-2-Amino-3-(thiazol-4-YL)propanoic acid

HRID 52813ノート

反応式

HRID 52813 の反応式
Cl.CC(C)(OC([NH:8][C@H:9]([CH2:13][C:14]1[N:15]=[CH:16][S:17][CH:18]=1)[C:10]([OH:12])=[O:11])=O)C>O1CCOCC1>[NH2:8][C@H:9]([CH2:13][C:14]1[N:15]=[CH:16][S:17][CH:18]=1)[C:10]([OH:12])=[O:11]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 7020917Boc-D-4-Thiazolylalanine

生成物 1

HCID 7020912(R)-2-Amino-3-(thiazol-4-YL)propanoic acid収率 74.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of 4N hydrochloric acid in dioxane (10 ml) was added to a solution of (R)-2-[[(1,1-dimethylethoxy) carbonyl]amino]-3-(4-thiazolyl)propanoic acid (2.0 g, 7.3 mmol) in dioxane (2 ml). The reaction mixture was stirred at room temperature for 3 hours, concentrated in vacuo and the residue was dissolved in water (3 ml). The pH was adjusted to 6.5 with 1N sodium hydroxide and this solution was passed through 20 ml of Dowex® AG50(H+). The column was eluted with water (250 ml) followed by 2% pyridine in water (300 ml). The product containing fractions were concentrated in vacuo to yield 0.94 g of title product.

後処理

  1. concentrationconcentrated in vacuo
  2. dissolutionthe residue was dissolved in water (3 ml)
  3. washThe column was eluted with water (250 ml)
  4. additionThe product containing fractions
  5. concentrationwere concentrated in vacuo

出典と根拠

ORDレコード
ord-806511c0926b4a5d9b802df66dbe2f82
出典データセット
uspto-grants-1997_04
特許番号
US05616775

反応ノート

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