Dichloromethane → 1-(4-Chlorobenzyl)-7-cyclohexyl-1,7-diazaspiro[4.4]nonane-3,6-dione

HRID 1672394ノート

反応式

HRID 1672394 の反応式
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[Cl:23][C:24]1[CH:47]=[CH:46][C:27]([CH2:28][N:29]2[C:33]3([CH2:37][CH2:36][N:35]([CH:38]4[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]4)[C:34]3=[O:44])[CH2:32][C@@H:31]([OH:45])[CH2:30]2)=[CH:26][CH:25]=1.C(Cl)Cl.[O-]S([O-])(=S)=O.[Na+].[Na+].C([O-])(O)=O.[Na+]>C(OCC)(=O)C>[Cl:23][C:24]1[CH:25]=[CH:26][C:27]([CH2:28][N:29]2[C:33]3([CH2:37][CH2:36][N:35]([CH:38]4[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]4)[C:34]3=[O:44])[CH2:32][C:31](=[O:45])[CH2:30]2)=[CH:46][CH:47]=1

参加物

7

反応物 5

HCID 6344DichloromethaneHCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 24759088(3R)-1-(4-chlorobenzyl)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one

生成物 1

HCID 673556101-(4-Chlorobenzyl)-7-cyclohexyl-1,7-diazaspiro[4.4]nonane-3,6-dione

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Dess-Martin periodinane (0.19 g, 0.00044 mol) was added to a solution of (3R)-1-(4-chloro-benzyl)-7-cyclohexyl-3-hydroxy-1,7-diazaspiro[4.4]nonan-6-one (0.080 g, 0.00022 mol; prepared as in Example 32, derived from peak 2 of step 2) in DCM (2.0 mL, 0.031 mol). The resulting mixture was stirred for 3 h at RT. The mixture was then diluted with ethyl acetate and stirred with Na2S2O3 followed by saturated NaHCO3. Following separation of the organic and aqueous layers, the organic layer was dried and concentrated in vacuo to afford the desired product. LC/MS: 361.1 (M+1H)+.

後処理

  1. customseparation of the organic and aqueous layers
  2. customthe organic layer was dried
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-fc94199668de46c0b408adcca1ae4642
出典データセット
uspto-grants-2011_08
特許番号
US07998959B2

反応ノート

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