ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Triphenylphosphine → (S)-4-Azido-1-[[ethoxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline, methyl ester

HRID 851429
ノート
印刷プレビュー

反応式

HRID 851429 の反応式
O[CH:2]1[CH2:6][N:5]([C:7](=[O:24])[CH2:8][P:9]([O:21][CH2:22][CH3:23])([CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:10])[C@H:4]([C:25]([O:27][CH3:28])=[O:26])[CH2:3]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[NH:48]=[N+:49]=[N-:50].C1C=CC=CC=1.C(OC(N=NC(OCC)=O)=O)C.N=[N+]=[N-]>C(#N)C>[N:48]([CH:2]1[CH2:6][N:5]([C:7](=[O:24])[CH2:8][P:9]([O:21][CH2:22][CH3:23])([CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:10])[C@H:4]([C:25]([O:27][CH3:28])=[O:26])[CH2:3]1)=[N+:49]=[N-:50]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 11776Triphenylphosphine2 回HCID 24530Hydrazoic acidHCID 220568ethyl N-ethoxycarbonyliminocarbamate2 回HCID 70291861Hydrazoic acid benzeneHCID 131712757(S)-4-Hydroxy-1-[[ethoxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline, methyl ester

生成物 1

HCID 131712758
(S)-4-Azido-1-[[ethoxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline, methyl ester

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

(S)-4-Hydroxy-1-[[ethoxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline, methyl ester (2.0 g), triphenylphosphine (2.57 g), 2.1 N hydrazoic acid/benzene (12 ml, >5 equivalents) and dry acetonitrile are stirred under argon at room temperature for 30 minutes. Diethylazocarboxylate (1.71 g) in acetonitrile (5 ml) is added dropwise over 30 minutes. After 18 hours the reaction is still incomplete (as shown by thin-layer chromatography) and triphenylphosphine (1 equivalent), diethylazocarboxylate (1 equivalent) and 2.1 N hydrazoic acid (6 ml) are added. After 4 hours the reaction is complete. Nitrogen is bubbled through the solution to remove excess hydrazoic acid and the solvent is stripped leaving an oil. The oil is chromatographed on 100 mg of silica gel, eluting first with ethyl acetate and then with 3% methanol/ethyl acetate to give 1.64 g of the title compound.

後処理

  1. waitAfter 4 hours the reaction is complete
  2. customNitrogen is bubbled through the solution
  3. customto remove excess hydrazoic acid
  4. customthe solvent is stripped leaving an oil
  5. customThe oil is chromatographed on 100 mg of silica gel
  6. washeluting first with ethyl acetate

出典と根拠

ORDレコード
ord-fce53fada788401696cbf19d8552bdb7
出典データセット
uspto-grants-1983_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04384123

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート