1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (R)-2-(4-methylbenzenesulfonamido)pent-4-ynamide

HRID 2219881ノート

反応式

HRID 2219881 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@H:12]([CH2:16][C:17]#[CH:18])[C:13](O)=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C1C=[N:23]C2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[NH4+].[Cl-].CCN=C=NCCCN(C)C>CN(C=O)C.O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@H:12]([CH2:16][C:17]#[CH:18])[C:13]([NH2:23])=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1

参加物

8

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 10978432(R)-2-(4-methylbenzenesulfonamido)pent-4-ynoic acid

生成物 1

HCID 86604882(R)-2-(4-methylbenzenesulfonamido)pent-4-ynamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of (R)-2-(4-methylphenyl sulfonamido)pent-4-ynoic acid (1.0 g, 3.7 mmol), HOAt (0.76 g, 5.6 mmol), iPr2NEt (2.17 g, 16.9 mmol), NH4Cl (0.6 g, 11 mmol), and EDCI (1.07 g, 5.61 mmol) in 20 mL DMF was stirred for 18 h at RT. Water was added, which caused a precipitate to form. The white solid was filtered and air dried to afford the title compound. MS (m/z, m+1): 267.3.

後処理

  1. customto form
  2. filtrationThe white solid was filtered
  3. customair dried

出典と根拠

ORDレコード
ord-1dd3279a79fe422c93fd7891c6e3bdaf
出典データセット
uspto-grants-2008_08
特許番号
US07414134B2

反応ノート

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