Triethylamine → HCID 178418278、化合物

HRID 3334

反応式

HRID 3334 の反応式
[CH3:1][C:2]([CH3:24])([O:4][C:5]([NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH2:19][CH2:20][CH2:21][CH2:22][OH:23])[C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:6])[CH3:3].C(N(CC)CC)C.Cl[C:33](OC1C=CC([N+]([O-])=O)=CC=1)=[O:34].[NH2:45][CH2:46][C:47](=[O:73])[NH:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][NH:55][C:56]([NH:65][C:66]([O:68][C:69]([CH3:72])([CH3:71])[CH3:70])=[O:67])=[N:57][C:58]([O:60][C:61]([CH3:64])([CH3:63])[CH3:62])=[O:59]>O1CCCC1.C(OCC)(=O)C>[CH3:64][C:61]([CH3:62])([O:60][C:58]([NH:57][C:56]([NH:55][CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][NH:48][C:47](=[O:73])[CH2:46][NH:45][C:33](=[O:34])[O:23][CH2:22][CH2:21][CH2:20][CH2:19][N:11]([C:12]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[O:18])[CH2:10][CH2:9][CH2:8][NH:7][C:5]([O:4][C:2]([CH3:24])([CH3:1])[CH3:3])=[O:6])=[N:65][C:66]([O:68][C:69]([CH3:72])([CH3:71])[CH3:70])=[O:67])=[O:59])[CH3:63]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 821294-Nitrophenyl chloroformateHCID 10545558[3-[[(1,1-Dimethyl-ethoxy)carbonyl]amino]propyl](4-hydroxybutyl)carbamic acid, 1,1-dimethylethyl esterHCID 178418362HCID 178418362、化合物

生成物 1

HCID 178418278HCID 178418278、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 8857Ethyl Acetate溶媒

実験手順

1 g (2.89·10-3 mol) of [3-[[(1,1-dimethyl-ethoxy)carbonyl]amino]propyl](4-hydroxybutyl)carbamic acid, 1,1-dimethylethyl ester is dissolved in 20 ml of tetrahydrofuran (THF), and 0.45 g (4.5·10-3 mol) of triethylamine is added followed by a solution of 0.58 g (2.89·10-3 mol) of 4-nitrophenyl chloroformate in 5 ml of THF. The reaction mixture is stirred for 15 hours at room temperature, a solution of 1.2 g (2.89·10-3 mol) of 13-amino-3-[[(1,1-dimethylethoxy)carbonyl]-amino]-12-oxo-2,4,11-triazatridec-2-enoic acid, 1,1-dimethylethyl ester in 6 ml of THF is then added and the reaction mixture is heated to 40° C. and stirred for 5 hours. After concentration of the reaction medium under reduced pressure, the residue is purified by medium pressure chromatography on silica gel using a methylcyclohexane/ethyl acetate mixture (7/3; v/v) and then pure ethyl acetate as the eluent to give 1 g of the expected product in the form of a transparent oil (yield=44%).

後処理

  1. temperaturethe reaction mixture is heated to 40° C.
  2. stirringstirred for 5 hours
  3. customAfter concentration of the reaction medium under reduced pressure, the residue is purified by medium pressure chromatography on silica gel using a methylcyclohexane/ethyl acetate mixture (7/3; v/v)

出典と根拠

ORDレコード
ord-59a65a7056d742c49de82eb5c63762a4
出典データセット
uspto-grants-1998_03
特許番号
US05733928

関連ノート

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