Hydrochloric Acid → (R)-Piperazine-2-carboxylic acid

HRID 1951280노트

반응식

HRID 1951280 반응식
[OH-:1].[Na+].C([O:7]C(OC(OC(C)(C)C)=O)=O)(C)(C)C.[N:18]1C2C(=CC=CC=2S(Cl)(=O)=O)C=C[CH:19]=1.C([N:34]([CH2:37][CH3:38])[CH2:35][CH3:36])C.Cl>O1CCOCC1.O>[NH:34]1[CH2:35][CH2:36][NH:18][CH2:19][C@@H:37]1[C:38]([OH:7])=[O:1]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 14798Sodium Hydroxide2회HCID 292208-Quinolinesulfonyl chlorideHCID 90495Di-tert-butyl dicarbonate

생성물 1

HCID 6558437(R)-Piperazine-2-carboxylic acid수율 93%

시약·촉매·용매 1

HCID 218864351,4-Dioxane--water (1/1)용매

실험 절차

2CSA (9.492 g, 15.96 mmol) was dissolved in dioxane/water 1:1 (60 ml) and concentrated sodium hydroxide was added until the pH reached 9-10. Di-tert-butyl-dicarbonate (3.755 g, 17.55 mmol) was then added and the mixture was stirred 6 h at room temperature. A white precipitate appeared, the pH dropped to 7 and was brought back to 9 by the addition of concentrated NaOH. 8-quinoline sulfonylchloride (3.63 g, 15.64 mmol) and triethylamine (4.33 ml, 31.28 mmol) were slowly added and the mixture was stirred overnight at room temperature. The solution was made acidic by the addition of HCl 1N and the white precipitate thus obtained was filtered and dried to give the desired compound.

후처리

  1. additionthe pH dropped to 7
  2. stirringthe mixture was stirred overnight at room temperature
  3. customthe white precipitate thus obtained
  4. filtrationwas filtered
  5. customdried

출처 및 근거

ORD 기록
ord-18dae4225cdb497eb4a21ee615bd23ee
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404690B2

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