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

Diethylamine → (1-Diethylcarbamoylmethyl-cyclohexylmethyl)-carbamic acid tert-butyl ester

HRID 1713029
ノート
印刷プレビュー

反応式

HRID 1713029 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1([CH2:16][C:17]([OH:19])=O)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.CN(C)CCCN=C=NCC.[CH2:32]([N:34](CC)[CH2:35][CH3:36])[CH3:33].C(NCC)C.C(OC(N1C(=O)CC2(CCCCC2)C1)=O)(C)(C)C>ClCCl.CN(C)C1C=CN=CC=1.C(OCC)(=O)C.C(Cl)(Cl)Cl.CCCCCC>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][C:10]1([CH2:16][C:17](=[O:19])[N:34]([CH2:35][CH3:36])[CH2:32][CH3:33])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1)([CH3:2])([CH3:3])[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

11

反応物 5

HCID 8021DiethylamineHCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27559412-(1-((((Tert-butoxy)carbonyl)amino)methyl)cyclohexyl)acetic acidHCID 685035643-Oxo-2-aza-spiro[4.5]decane-2-carboxylic acid tert-butyl ester

生成物 1

HCID 68502511
(1-Diethylcarbamoylmethyl-cyclohexylmethyl)-carbamic acid tert-butyl ester
収率 76%

試薬・触媒・溶媒 5

HCID 142844-(Dimethylamino)pyridine触媒HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

[1-(Tert-butoxycarbonylamino-methyl)-cyclohexyl]-acetic acid (271 mg, 1 mmol) was dissolved in dry dichloromethane (5 ml) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC-HCl; 576 mg, 3 mmol, 3 molequivalents) and triethylamine (404 mg, 4 mmol, 4 molequivalents) were added thereto. After 10 minutes of stirring, diethylamine (146 mg, 2 mmol, 2 molequivalents) and 4-dimethylamino-pyridine (DMAP; 25 mg, 0.2 mmol, 0.2 molequivalents) were added to the reaction mixture, and the mixture was stirred at 25° C. for 20 hours, while monitoring the reaction by TLC using a 2:8 hexane:ethyl acetate mixture as eluent, and until the appearance of a spot of the amide in the middle of the TLC plate was observed. Chloroform was thereafter added and the mixture was washed with NaHCO3, twice with 1M HCl, dried over Na2SO4 and the solvents were evaporated under reduced pressure to give (1-diethylcarbamoylmethyl-cyclohexylmethyl)-carbamic acid tert-butyl ester (248 mg, 76% yield) as a yellow oil.

後処理

  1. stirringthe mixture was stirred at 25° C. for 20 hours
  2. customthe reaction by TLC
  3. washthe mixture was washed with NaHCO3, twice with 1M HCl
  4. dry with materialdried over Na2SO4
  5. customthe solvents were evaporated under reduced pressure

出典と根拠

ORDレコード
ord-30d34214ce804d99b23a091d0811df36
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07795255B2

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