Triethylamine → N-6-bromohexanoyl-L-leucine ethyl ester

HRID 864465노트

반응식

HRID 864465 반응식
Cl.[CH2:2]([O:4][C:5](=[O:12])[C@H:6]([CH2:8][CH:9]([CH3:11])[CH3:10])[NH2:7])[CH3:3].C(N(CC)CC)C.[Br:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26](Cl)=[O:27]>C1COCC1.[Cl-].[NH4+].C(OCC)(=O)C>[CH2:2]([O:4][C:5](=[O:12])[C@H:6]([CH2:8][CH:9]([CH3:11])[CH3:10])[NH:7][C:26](=[O:27])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][Br:20])[CH3:3]

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 898486-Bromohexanoyl chlorideHCID 11658447L-Leucine, ethyl ester, hydrochloride (1:1)

생성물 1

HCID 22866411N-6-bromohexanoyl-L-leucine ethyl ester수율 80%

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매HCID 25517Ammonium Chloride용매

실험 절차

A stirred suspension of L-leucine ethyl ester hydrochloride (8.38 g, 45 mmol) in dry THF (80 ml) at room temperature was treated with triethylamine (6.3 ml, 45 mmol). The reaction mixture was treated with 6-bromohexanoyl chloride (6.91 ml, 45 mmol). The reaction mixture was stirred for 4 h at room temperature and then diluted with a mixture of saturated aqueous ammonium chloride and ethyl acetate. The organic layer was separated, washed with saturated aqueous ammonium chloride, dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure to give N-6-bromohexanoyl-L-leucine ethyl ester (12.1 g, 80%) as an oil which was used for the next step without further purification.

후처리

  1. customThe organic layer was separated
  2. washwashed with saturated aqueous ammonium chloride
  3. dry with materialdried over anhydrous sodium sulphate
  4. filtrationfiltered
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-825b0c937ac6420892ded97bbd91ba54
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05563151

반응 노트

불러오는 중…