4-Toluenesulfonyl chloride → HCID 69148474、化合物

HRID 747019ノート

反応式

HRID 747019 の反応式
[OH:1][CH:2]([C:7]1([CH2:23]O)[CH2:12][CH2:11][N:10]([C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:14])[CH2:9][CH2:8]1)[C:3]([OH:6])([CH3:5])[CH3:4].C1(C)C=CC(S(Cl)(=O)=O)=CC=1.C(N(CC)CC)C>ClCCl>[OH:1][CH:2]1[C:7]2([CH2:8][CH2:9][N:10]([C:13]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[O:14])[CH2:11][CH2:12]2)[CH2:23][O:6][C:3]1([CH3:5])[CH3:4]

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471Triethylamine2 回HCID 69147839HCID 69147839、化合物

生成物 1

HCID 69148474HCID 69148474、化合物収率 59%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Benzyl 4-(1,2-dihydroxy-2-methylpropyl)-4-(hydroxymethyl)piperidine-1-carboxylate (from step (iii) above; 340 mg) was dissolved in dichloromethane and p-toluenesulfonyl chloride (190 mg) was added, followed by triethylamine (0.14 mL). This mixture was stirred for 2 h and a second aliquot of triethylamine was added and the mixture was stirred for 12 h. The mixture was concentrated in vacuo. The crude product was purified by chromatography on silica using 50-100% ethyl acetate in iso-hexane as eluant to afford the product (190 mg).

後処理

  1. stirringthe mixture was stirred for 12 h
  2. concentrationThe mixture was concentrated in vacuo
  3. customThe crude product was purified by chromatography on silica using 50-100% ethyl acetate in iso-hexane as eluant

出典と根拠

ORDレコード
ord-83af963832be476d8e6427cd389361f0
出典データセット
uspto-grants-2008_07
特許番号
US07393858B2

反応ノート

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