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Hydrochloric Acid → (S)-2-[[(S)-2-[(p-Methoxyphenoxy)acetyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide

HRID 1735399
ノート
印刷プレビュー

反応式

HRID 1735399 の反応式
[OH:1][CH:2]([C@@H:13]1[CH2:17][CH2:16][CH2:15][N:14]1[C:18]([C@@H:20]1[CH2:24][CH2:23][CH2:22][N:21]1[C:25]([NH:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])=[O:19])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.Cl>C(Cl)Cl.CS(C)=O>[CH3:12][O:11][C:8]1[CH:7]=[CH:6][C:5]([O:4][CH2:3][C:2]([C@@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:18]([C@@H:20]2[CH2:24][CH2:23][CH2:22][N:21]2[C:25]([NH:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:26])=[O:19])=[O:1])=[CH:10][CH:9]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14812Phosphorus oxide (P4O10)HCID 57083169(S)-2-[[(S)-2-[1-Hydroxy-2-(p-methoxyphenoxy)ethyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide

生成物 1

HCID 53792896(S)-2-[[(S)-2-[(p-Methoxyphenoxy)acetyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide収率 76.9%

試薬・触媒・溶媒 2

HCID 679
Dimethyl Sulfoxide
溶媒
HCID 6344Dichloromethane溶媒

反応条件

温度
-18 °C

実験手順

(S)-2-[[(S)-2-[1-Hydroxy-2-(p-methoxyphenoxy)ethyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide (5.00 g) was dissolved in methylene chloride (40 ml) and DMSO (20 ml). The mixture was cooled to -18° C. and added with diphosphorus pentaoxide (6.09 g). After stirring for 90 minutes, the reaction mixture was poured into 1.5N aqueous solution of hydrochloric acid and extracted with methylene chloride. The extract was washed with a saturated aqueous solution of sodium bicarbonate and water in order, dried over anhydrous sodium sulfate, and concentrated. The residue was dissolved in ethyl acetate and the mixture was left standing at room temperature for a day to give the title compound (3.83 g).

後処理

  1. extractionextracted with methylene chloride
  2. washThe extract was washed with a saturated aqueous solution of sodium bicarbonate and water in order
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. waitthe mixture was left
  7. waitstanding at room temperature for a day

出典と根拠

ORDレコード
ord-d1e0797fc54644a3b595f046bedb64e9
出典データセット
uspto-grants-1996_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05536737

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート