4-Toluenesulfonyl chloride → HCID 69148474, 화합물

HRID 747019노트

반응식

HRID 747019 반응식
[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]

참가 물질

5

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471Triethylamine2회HCID 69147839HCID 69147839, 화합물

생성물 1

HCID 69148474HCID 69148474, 화합물수율 59%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-83af963832be476d8e6427cd389361f0
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07393858B2

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