tert-Butyldimethylsilyl chloride → HCID 66784101, 화합물

HRID 1096813노트

반응식

HRID 1096813 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 66784101HCID 66784101, 화합물수율 91%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-645364b9ef374362b64324cf9eb741f8
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138340B2

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