Tris(hydroxymethyl)aminomethane → methyl {4-[({4-[(4-butylphenyl)ethynyl]benzyl}{[(E)-2-phenylvinyl]-sulfonyl}amino)methyl]phenoxy}acetate

HRID 551901

반응식

HRID 551901 반응식
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:33]=[CH:32][C:16]([CH2:17][NH:18][CH2:19][C:20]3[CH:31]=[CH:30][C:23]([O:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=3)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH:34]([S:42](Cl)(=[O:44])=[O:43])=[CH:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.N1CCOCC1.C(O)C(N)(CO)CO>C(Cl)Cl>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:14]=[CH:15][C:16]([CH2:17][N:18]([CH2:19][C:20]3[CH:21]=[CH:22][C:23]([O:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:30][CH:31]=3)[S:42](/[CH:34]=[CH:35]/[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)(=[O:44])=[O:43])=[CH:32][CH:33]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 4

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 8083MorpholineHCID 107500Ethenesulfonyl chloride, 2-phenyl-HCID 57554567Methyl {4-[({4-[(4-butylphenyl)ethynyl]benzyl}amino)methyl]phenoxy}acetate

생성물 1

HCID 11721396methyl {4-[({4-[(4-butylphenyl)ethynyl]benzyl}{[(E)-2-phenylvinyl]-sulfonyl}amino)methyl]phenoxy}acetate수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of methyl {4-[({4-[(4-butylphenyl)ethynyl]benzyl}amino)methyl]phenoxy}-acetate (42 mg, 0.10 mmol) and β-styrene sulfonyl chloride (Aldrich, 23 mg, 0.11 mmol) in DCM (2 mL) was stirred at rt overnight in presence of a morpholine resin (1.5 eq., Novabiochem HL, 3.8 mmol/g) (1.5 eq). Trisamine resin (1 eq, Novabiochem, 3.5 mmol/g) was then added and the mixture stirred at rt for an additional 2 hrs. The reaction mixture was then filtrated and the solvent was removed under reduced pressure to give 55 mg (95%) of the title compound. HPLC, Rt: 5.8 min (purity: 83%). M+(ESI): 608.2.

후처리

  1. filtrationThe reaction mixture was then filtrated
  2. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-8123a76cd55a4afc8455bec3c379a2f4
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947851B2

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