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

HRID 1714079ノート

反応式

HRID 1714079 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-223c7ad2ab5a4003b0395fa342dfae5c
出典データセット
uspto-grants-2010_09
特許番号
US07795423B2

反応ノート

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