1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- → HCID 22877900, 화합물

HRID 1488858노트

반응식

HRID 1488858 반응식
Cl.[NH2:2][C:3]1[CH:4]=[C:5](/[CH:11]=[C:12](\[C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)/[C:13]#[N:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C[N:28]([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.[N:54]1([C:62]([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:63])[CH2:61][CH2:60][CH2:59][C@H:55]1[C:56](O)=[O:57].C(=O)([O-])O.[Na+]>C(#N)C.O.C(N(CC)CC)C>[NH2:2][C:3]1[CH:4]=[C:5](/[CH:11]=[C:12](\[C:15]2[CH:16]=[C:17]([O:25][CH3:26])[C:18]([O:23][CH3:24])=[C:19]([O:21][CH3:22])[CH:20]=2)/[C:13]#[N:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:62]([N:54]1[CH2:61][CH2:60][CH2:59][C@H:55]1[C:56]([NH2:28])=[O:57])([O:64][C:65]([CH3:68])([CH3:67])[CH3:66])=[O:63]

참가 물질

8

반응물 4

HCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 516892Sodium BicarbonateHCID 9976854(E)-3-(3-amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-enenitrile hydrochloride

생성물 1

HCID 22877900HCID 22877900, 화합물수율 92.1%

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 8471Triethylamine용매

실험 절차

(E)-3-(3-Amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-enenitrile hydrochloride (998 mg, 2.65 mmols), 1,300 mg of a BOP reagent and 605 mg of Boc-L-Pro were dissolved in 50 ml of acetonitrile, and 0.8 ml of triethylamine were added thereto. The mixture was reacted at room temperature for 18 hours and at 50° C. for 20 hours. One-hundred milliliters of water and a small amount of sodium hydrogencarbonate were added thereto, and the resulting mixture was extracted with ethyl acetate. Subsequently, the extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The product was purified using a silica-gel column (eluent, dichloromethane), and then concentrated to produce 1,310 mg (2.44 mmols) of the final product in a yield of 92%.

후처리

  1. customThe mixture was reacted at room temperature for 18 hours and at 50° C. for 20 hours
  2. extractionthe resulting mixture was extracted with ethyl acetate
  3. dry with materialSubsequently, the extract was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe product was purified
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0e8b233837f34b73aa2d51c7e499b653
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05674906

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