Methanesulfonic Acid → HCID 178465174、化合物

HRID 529427

反応式

HRID 529427 の反応式
[NH:1]([C:32](OC(C)(C)C)=[O:33])[C@H:2]([C:20]([N:22]1[CH2:31][CH2:30][CH2:29][C@H:23]1[C:24]([NH:26][CH2:27][CH3:28])=[O:25])=[O:21])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)(=[O:11])=[O:10].[NH:39]([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[C@H:40](C(O)=O)[CH2:41][CH:42]([CH3:44])[CH3:43].CS(O)(=O)=O.N(C(OC(C)(C)C)=O)[C@@H](C(O)=O)CC(C)C.C1C=C2N=NN(O)C2=CC=1.O.N[C@H](C(N[C@H](C(N1CCC[C@H]1C(NCC)=O)=O)CCCNC(=N)NS(C1C=CC(C)=CC=1)(=O)=O)=O)CC(C)C.CCN=C=NCCCN(C)C.Cl>ClCCl.C(N(CC)CC)C>[NH:39]([C:48]([O:50][C:51]([CH3:53])([CH3:52])[CH3:54])=[O:49])[C@H:40]([C:32]([NH:1][C@H:2]([C:20]([N:22]1[CH2:31][CH2:30][CH2:29][C@H:23]1[C:24]([NH:26][CH2:27][CH3:28])=[O:25])=[O:21])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)(=[O:11])=[O:10])=[O:33])[CH2:41][CH:42]([CH3:44])[CH3:43]

参加物

10

反応物 7

HCID 6395Methanesulfonic Acid2 回HCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 637604tert-Butoxycarbonyl-D-leucineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 178465175HCID 178465175、化合物HCID 178465176HCID 178465176、化合物

生成物 1

HCID 178465174HCID 178465174、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

Boc-Leu-Arg(Ts)-Pro-NHEt was prepared from Boc-Arg(Ts)-Pro-NHEt obtained in Example 1 and Boc-Leu by the same procedure as Example 1. To a solution composed of the compound (0.969 g) and dichloromethane (10 ml), methanesulfonic acid (0.78 g) was added at room temperature, and the resulting mixture was stirred at room temperature for 4 hours, thereby the Boc group was removed (reaction conversion ratio: 100.0%). After the reaction, triethylamine in an amount of the same molar equivalent as that of the added methanesulfonic acid was added thereto, and the resulting mixture was stirred for 15 minutes. After Boc-D-Leu (0.40 g) and HOBt monohydrate (0.33 g) were added to the thus obtained dichloromethane solution of Leu-Arg(Ts)-Pro-NHEt, the reaction solution was cooled with ice. Then, EDC hydrochloride (0.42 g) was added thereto, and the resulting mixture was stirred for 1 hour. Subsequently, the temperature of the mixture was raised to room temperature and the mixture was stirred for 15 hours, thereby performing a condensation reaction (reaction conversion ratio: 100.0%).

後処理

  1. additionwas added at room temperature
  2. customthe Boc group was removed
  3. custom(reaction conversion ratio: 100.0%)
  4. additionwas added
  5. stirringthe resulting mixture was stirred for 15 minutes
  6. temperaturethe reaction solution was cooled with ice
  7. stirringthe resulting mixture was stirred for 1 hour
  8. temperatureSubsequently, the temperature of the mixture was raised to room temperature
  9. stirringthe mixture was stirred for 15 hours
  10. customa condensation reaction (reaction conversion ratio: 100.0%)

出典と根拠

ORDレコード
ord-51863082633841f4bba1a33a8bd75953
出典データセット
uspto-grants-2016_05
特許番号
US09346850B2

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