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Triethylamine → HCID 13934655、化合物

HRID 652083
ノート
印刷プレビュー

反応式

HRID 652083 の反応式
P(Cl)(=O)[O-].[C:5]1([CH2:11][O:12][C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][C@H:20]([OH:38])[C:21]([N:23]2[CH2:37][CH2:36][CH2:35][C@H:24]2[C:25]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:26])=[O:22])=[O:14])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.CN(C1C=CC=CN=1)C.[C:55]([O:63][CH:64]([P:69](OC)([O:71][CH:72](NC(OCC1C=CC=CC=1)=O)CCCCC([C@]1(C(OCC2C=CC=CC=2)=O)CCCN1)=O)=[O:70])[CH2:65][CH2:66][CH2:67][CH3:68])(=[O:62])[C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1>C(Cl)Cl>[C:55]([O:63][CH:64]([P:69]([O:71][CH3:72])([O:38][C@@H:20]([CH2:19][CH2:18][CH2:17][CH2:16][NH:15][C:13]([O:12][CH2:11][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:14])[C:21]([N:23]1[CH2:37][CH2:36][CH2:35][C@H:24]1[C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])=[O:22])=[O:70])[CH2:65][CH2:66][CH2:67][CH3:68])(=[O:62])[C:56]1[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=1
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 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 13934652HCID 13934652、化合物HCID 131715172HCID 131715172、化合物HCID 178527057HCID 178527057、化合物

生成物 1

HCID 13934655HCID 13934655、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

The resulting crude phosphonochloridate is taken up in dry methylene chloride (2 ml.) and added dropwise to a methylene chloride (8 ml.) solution of 1-[(S)-6-[[(phenylmethoxy)carbonyl]amino]-2-hydroxy-1-oxohexyl]-L-proline, phenylmethyl ester (1.97 g., 4.2 mmole), triethylamine (0.66 g., 6.5 mmole) and dimethylaminopyridine (0.1 g.) at 0° under argon and stirred at 0°-15° for 2 hours. The mixture is partitioned between methylene chloride and 5% potassium bisulfate. The organic phase is washed with brine, dried over magnesium sulfate, and evaporated to dryness. The resulting crude oil is purified by chromatography (LPS-1 silica gel) eluting with (7:3) hexane:acetone. The product containing fractions are combined and concentrated in vacuo to yield 1.55 g. of 1-[(S)-2-[[[1-(benzoyloxy)pentyl]methoxyphosphinyl]oxy-1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]-L-proline, phenylmethyl ester.

後処理

  1. customThe mixture is partitioned between methylene chloride and 5% potassium bisulfate
  2. washThe organic phase is washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe resulting crude oil is purified by chromatography (LPS-1 silica gel)
  6. washeluting with (7:3) hexane
  7. additionThe product containing fractions
  8. concentrationconcentrated in vacuo
  9. customto yield 1.55 g

出典と根拠

ORDレコード
ord-e103290f9c364a438419eee0bb8b7838
出典データセット
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04670422

反応ノート

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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