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

Diisopropylethylamine → 3-(4-Benzyloxy-phenyl)-2-[4-methyl-2-(piperidine-1-sulfonylamino)-pentanoylamino]-propionic acid tert-butyl ester

HRID 2230321
ノート
印刷プレビュー

反応式

HRID 2230321 の反応式
[C:1]([O:5][C:6](=[O:32])[CH:7]([NH:23][C:24](=[O:31])[CH:25]([NH2:30])[CH2:26][CH:27]([CH3:29])[CH3:28])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[N:33]1([S:39](Cl)(=[O:41])=[O:40])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.C(N(CC)C(C)C)(C)C>CN(C1C=CN=CC=1)C.CN(C=O)C.C(OCC)(=O)C.C(Cl)(Cl)Cl.CCCCCC>[C:1]([O:5][C:6](=[O:32])[CH:7]([NH:23][C:24](=[O:31])[CH:25]([NH:30][S:39]([N:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1)(=[O:41])=[O:40])[CH2:26][CH:27]([CH3:28])[CH3:29])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)([CH3:3])([CH3:2])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 3

HCID 81531DiisopropylethylamineHCID 11298344Piperidine-1-sulfonyl chlorideHCID 540817292-(2-Amino-4-methyl-pentanoylamino)-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester

生成物 1

HCID 700590143-(4-Benzyloxy-phenyl)-2-[4-methyl-2-(piperidine-1-sulfonylamino)-pentanoylamino]-propionic acid tert-butyl ester

試薬・触媒・溶媒 5

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 6212Chloroform溶媒
HCID 6228Dimethylformamide溶媒
HCID 8058Hexane溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A solution of the product from Example AI ([S-(R*,R*)]-2-(2-amino-4-methyl-pentanoylamino)-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester) (220 mg, 0.50 mmol), piperidinesulfonyl chloride (102 mg, 0.55 mmol, prepared by the method of Von Geldern, et al., J. Med. Chem., 1996;39:968-981), N,N-diisopropylethylamine (129 mg, 1.00 mmol), and DMAP (20 mg) in DMF (1 mL) is stirred at room temperature for 48 hours, diluted with ethyl acetate, and washed with water, 1N HCl, saturated NaHCO3 solution and brine, dried over anhydrous sodium sulfate, and concentrated. The remaining oily residue was purified via preparative TLC (50% EtOAc/hexane) giving a clear oil which was dissolved in 0.5 mL CHCl3, and diluted with 5 mL hexane. After 3 days at 3° C., the crystals that had formed were collected, and weighed 34 mg (12%), mp=125-126° C.

後処理

  1. washwashed with water, 1N HCl, saturated NaHCO3 solution and brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe remaining oily residue was purified via preparative TLC (50% EtOAc/hexane)
  5. customgiving a clear oil which
  6. customthe crystals that had formed
  7. customwere collected

出典と根拠

ORDレコード
ord-832e5db892434d47ab16a48717787b2f
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06423689B1

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