Methyl N-(triethylammoniosulfonyl)carbamate → (S)-tert-Butyl 4-(1-cyano-2-(4'-cyano-3'-methylbiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

HRID 216947

反応式

HRID 216947 の反応式
[NH2:1][C:2](=O)[C@@H:3]([NH:20][C:21]([C:23]1([NH:29][C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1)=[O:22])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13]([CH3:19])[CH:12]=2)=[CH:7][CH:6]=1.CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>ClCCl>[C:2]([C@@H:3]([NH:20][C:21]([C:23]1([NH:29][C:30](=[O:36])[O:31][C:32]([CH3:34])([CH3:33])[CH3:35])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1)=[O:22])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13]([CH3:19])[CH:12]=2)=[CH:7][CH:6]=1)#[N:1]

参加物

4

反応物 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 59568569(S)-tert-Butyl 4-(1-amino-3-(4'-cyano-3'-methylbiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

生成物 1

HCID 59568630(S)-tert-Butyl 4-(1-cyano-2-(4'-cyano-3'-methylbiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate収率 85.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(S)-tert-butyl 4-(1-amino-3-(4′-cyano-3′-methylbiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 19, step (i), 127 mg) in dichloromethane (8 mL) was treated with Burgess' reagent (119 mg) and the mixture was stirred at room temperature for 18 h. The solvent was partially evaporated and the mixture was purified by chromatography on silica eluting with ethyl acetate/isohexane (1:1) to afford the sub-titled compound (105 mg).

後処理

  1. customThe solvent was partially evaporated
  2. customthe mixture was purified by chromatography on silica eluting with ethyl acetate/isohexane (1:1)

出典と根拠

ORDレコード
ord-8ec854de231647ddabca2a77afa0653c
出典データセット
uspto-grants-2012_06
特許番号
US08193239B2

関連ノート

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