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

HRID 1779771노트

반응식

HRID 1779771 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ef0cf1c9382a4e47b26abafe4af96c39
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05627278

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