Triethylamine → 4-[6-(2,2,2-Trifluoro-acetylamino)-hexanoylamino]-benzenesulfonyl azide

HRID 1714079노트

반응식

HRID 1714079 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]=[N+:12]=[N-:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(N(CC)CC)C.[F:21][C:22]([F:35])([F:34])[C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31](Cl)=[O:32])=[O:24]>CN(C)C=O>[F:21][C:22]([F:34])([F:35])[C:23]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]=[N+:12]=[N-:13])(=[O:9])=[O:10])=[CH:4][CH:3]=1)=[O:32])=[O:24]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 112064084-Aminobenzenesulfonyl azideHCID 114365186-(Trifluoroacetamido)hexanoyl chloride

생성물 1

HCID 866261244-[6-(2,2,2-Trifluoro-acetylamino)-hexanoylamino]-benzenesulfonyl azide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To 0.57 g (3 mmol) of para-amino-benzenesulfonyl azide dissolved in 5 mL dimethylformamide was added 0.9 mL (6 mmol) triethylamine, then the (2,2,2-trifluro-acetylamino)-hexanoyl chloride dissolved in 10 mL dimethylformamide was added dropwise. The mixture turned brown and was stirred under argon for 24 hrs. Solvent was evaporated, and the remaining oil was dissolved in 10 mL dichloromethane and left at room temperature for 1 hr. The precipitate was filtrated and the solution was evaporated to yield 1.10 g crude oil. The obtained compound was directly used in oligonucleotide synthesis.

후처리

  1. additionwas added dropwise
  2. customSolvent was evaporated
  3. dissolutionthe remaining oil was dissolved in 10 mL dichloromethane
  4. waitleft at room temperature for 1 hr
  5. filtrationThe precipitate was filtrated
  6. customthe solution was evaporated

출처 및 근거

ORD 기록
ord-223c7ad2ab5a4003b0395fa342dfae5c
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795423B2

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