tert-Butyldimethylsilyl chloride → HCID 66784101、化合物

HRID 1096813ノート

反応式

HRID 1096813 の反応式
[S:1]1[CH:5]=[C:4]([CH2:6][CH2:7][CH2:8][OH:9])[N:3]=[CH:2]1.CCN(C(C)C)C(C)C.[CH3:19][C:20]([Si:23](Cl)([CH3:25])[CH3:24])([CH3:22])[CH3:21]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[Si:23]([O:9][CH2:8][CH2:7][CH2:6][C:4]1[N:3]=[CH:2][S:1][CH:5]=1)([C:20]([CH3:22])([CH3:21])[CH3:19])([CH3:25])[CH3:24]

参加物

6

反応物 3

HCID 28928tert-Butyldimethylsilyl chlorideHCID 81531DiisopropylethylamineHCID 147742743-(1,3-Thiazol-4-yl)propan-1-ol

生成物 1

HCID 66784101HCID 66784101、化合物収率 91%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

A sol. of 3-thiazol-4-yl-propan-1-ol (610 mg, 4.26 mmol), DIPEA (1.82 mL, 10.7 mmol), DMAP (catalytic amount) and TBDMS-Cl (964 mg, 6.40 mmol) in CH2Cl2 (12 mL) was stirred at rt for 1 h. The mixture was diluted with more CH2Cl2, and washed with aq. 1M HCl, aq. sat. NaHCO3, and brine. The org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:9→2:8→1:1) yielded the title compound (996 mg, 91%). LC-MS: tR=1.06, ES+: 258.18.

後処理

  1. washwashed with aq. 1M HCl, aq. sat. NaHCO3, and brine
  2. dry with materialextracts were dried over MgSO4
  3. filtrationfiltered
  4. customthe solvents were removed under reduced pressure
  5. customPurification of the residue by FC (EtOAc/heptane 1:9→2:8→1:1)

出典と根拠

ORDレコード
ord-645364b9ef374362b64324cf9eb741f8
出典データセット
uspto-grants-2012_03
特許番号
US08138340B2

反応ノート

読み込み中…