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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1-(Cyclopentylsulfonyl)-3-iodobenzene → (5R)-3-[6-({5-[3-(Cyclopentylsulfonyl)phenyl]-4-pentyn-1-yl}oxy)hexyl]-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one

HRID 2118340
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HRID 2118340 반응식
[CH3:1][C:2]1([CH3:30])[O:7][C:6]2[CH:8]=[CH:9][C:10]([C@H:12]3[O:16][C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][CH2:27][C:28]#[CH:29])[CH2:13]3)=[CH:11][C:5]=2[CH2:4][O:3]1.[CH:31]1([S:36]([C:39]2[CH:44]=[CH:43][CH:42]=[C:41](I)[CH:40]=2)(=[O:38])=[O:37])[CH2:35][CH2:34][CH2:33][CH2:32]1>CC#N.C(N(CC)CC)C>[CH:31]1([S:36]([C:39]2[CH:40]=[C:41]([C:29]#[C:28][CH2:27][CH2:26][CH2:25][O:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][N:14]3[CH2:13][C@@H:12]([C:10]4[CH:9]=[CH:8][C:6]5[O:7][C:2]([CH3:30])([CH3:1])[O:3][CH2:4][C:5]=5[CH:11]=4)[O:16][C:15]3=[O:17])[CH:42]=[CH:43][CH:44]=2)(=[O:37])=[O:38])[CH2:35][CH2:34][CH2:33][CH2:32]1
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참가 물질

5

반응물 2

HCID 691197141-(Cyclopentylsulfonyl)-3-iodobenzeneHCID 86607678(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-3-[6-(4-pentyn-1-yloxy)hexyl]-1,3-oxazolidin-2-one

생성물 1

HCID 69119922(5R)-3-[6-({5-[3-(Cyclopentylsulfonyl)phenyl]-4-pentyn-1-yl}oxy)hexyl]-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one수율 78.2%

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 8471
Triethylamine
용매

실험 절차

A solution of (5R)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-3-[6-(4-pentyn-1-yloxy)hexyl]-1,3-oxazolidin-2-one (207 mg) and 1-(cyclopentylsulfonyl)-3-iodobenzene (Example 8iii.) (202 mg) in MeCN (8 ml) and triethylamine (4 ml) was deoxygenated by bubbling a nitrogen stream through for 10 min. Copper (I) iodide (10 mg) and dichlorobis(triphenylphosphine)palladium (II) (18 mg) were added and the mixture stirred at 20° for 4 h. The solvent was evaporated in vacuo and the residues purified by using a SPE silica bond elut cartridge (10 g, silica). Elution with DCM (1vol), EtOAc-cyclohexane (1:4) (3vols), (1:3) (1vol) then (1:1) (3vols) gave the title compound (243 mg). LCMS RT=3.79 min.

후처리

  1. customby bubbling a nitrogen stream through for 10 min
  2. additionCopper (I) iodide (10 mg) and dichlorobis(triphenylphosphine)palladium (II) (18 mg) were added
  3. customThe solvent was evaporated in vacuo
  4. customthe residues purified
  5. washElution with DCM (1vol), EtOAc-cyclohexane (1:4) (3vols), (1:3) (1vol)

출처 및 근거

ORD 기록
ord-6dd2f8f0243e4113a17220fff5ea6095
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07442839B2

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