Dicyclohexylcarbodiimide → 2-(Boc-amino)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylvaleramide

HRID 455542

반응식

HRID 455542 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH:12]([NH2:17])[CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[C:18]([NH:25][C@H:26]([C:31](O)=[O:32])[C@H:27]([CH2:29][CH3:30])[CH3:28])([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19].C1CCC(N=C=NC2CCCCC2)CC1>C1COCC1>[C:18]([NH:25][CH:26]([CH:27]([CH3:28])[CH2:29][CH3:30])[C:31]([NH:17][CH:12]([C:8]1([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[CH2:11][CH2:10][CH2:9]1)[CH2:13][CH:14]([CH3:15])[CH3:16])=[O:32])([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19]

참가 물질

5

반응물 3

HCID 10868Dicyclohexylcarbodiimide2회HCID 134772DidesmethylsibutramineHCID 2724762tert-Butoxycarbonyl-L-isoleucine

생성물 1

HCID 673857212-(Boc-amino)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylvaleramide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

250 mg of 1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine (II) and 210 mg of Boc-isoleucine (R in Formula is Boc) was dissolved in anhydrous THF (5 mL). 220 mg DCC was dissolved in 25 mL anhydrous THF. The solution of DCC in THF was added dropwisely into the reaction solution, and then stirred overnight at room temperature to give white precipitate. The solid was filtered off and washed for at least three times with anhydrous ethyl ether. The filtrate and washed ethyl ether were collected, evaporated and purified by column chromatography to give title compound 2-(Boc-amino)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylvaleramide (Formula I, wherein R is Boc).

후처리

  1. customto give white precipitate
  2. filtrationThe solid was filtered off
  3. washwashed for at least three times with anhydrous ethyl ether
  4. washThe filtrate and washed ethyl ether
  5. customwere collected
  6. customevaporated
  7. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-d065b5ae9cbd43f6adfce258ba1c4684
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08497305B2

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