Triethylamine → HCID 59737240, 화합물

HRID 1907734

반응식

HRID 1907734 반응식
[C:1]([NH:11][C@@H:12]1[C:17](=[O:18])[O:16][C:14](=O)[CH2:13]1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].Cl.[NH2:20][CH2:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=1.C(N(CC)CC)C>N1C=CC=CC=1>[CH2:4]([O:3][C:1]([NH:11][C@H:12]1[CH2:13][C:14](=[O:16])[N:20]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([C:26]([OH:28])=[O:27])=[CH:29][CH:30]=2)[C:17]1=[O:18])=[O:2])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 105553Benzoic acid, 4-(aminomethyl)-, hydrochloride (1:1)HCID 11128682(S)-Benzyl (tetrahydro-2,5-dioxo-3-furyl)carbamate

생성물 1

HCID 59737240HCID 59737240, 화합물수율 56.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of N-carbobenzyloxy-L-aspartic anhydride (236) (546 mg, 2.19 mmol) and 4-(aminomethyl)benzoic acid hydrochloride (237) (383 mg, 2.53 mmol) was suspended in pyridine (8 mL) and treated with triethylamine (1 mL). The white suspension was stirred at room temperature for 9 h then concentrated under reduced pressure. The residue was dissolved in acetic acid and stirred at 83° C. for 24 h, concentrated, diluted with DCM, washed with an aqueous solution of KHSO4 and H2O then concentrated. The residue was diluted once again with benzene, concentrated and the remaining yellow solid was triturated with MeOH/H2O (1:1) to give title compound 238 (471 mg, 56% yield).

후처리

  1. concentrationthen concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in acetic acid
  3. stirringstirred at 83° C. for 24 h
  4. concentrationconcentrated
  5. additiondiluted with DCM
  6. washwashed with an aqueous solution of KHSO4 and H2O
  7. concentrationthen concentrated
  8. additionThe residue was diluted once again with benzene
  9. concentrationconcentrated
  10. customthe remaining yellow solid was triturated with MeOH/H2O (1:1)

출처 및 근거

ORD 기록
ord-c2f7d38c83c24b9eaac0d19eb909aacc
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598168B2

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