Dichloromethane → t-butoxycarbonyl-Nalpha-ethyl-L-tyrosyl-D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide monohydrochloride hemihydrate

HRID 746232

反応式

HRID 746232 の反応式
[C:1]([O:5][C:6]([N:8]([CH2:60][CH3:61])[C@H:9]([C:25]([NH:27][C@@H:28]([C:33]([NH:35][CH2:36][C:37]([NH:39][C@H:40]([C:48]([NH:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][C:56]([O:58][CH3:59])=[O:57])=[O:49])[CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:38])=[O:34])[CH2:29][CH2:30][S:31][CH3:32])=[O:26])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17]C(OCC(C)C)=O)=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[Cl:68]CCl.S(=O)(=O)(O)[O-].[K+]>CO>[OH2:5].[ClH:68].[C:1]([O:5][C:6]([N:8]([CH2:60][CH3:61])[C@H:9]([C:25]([NH:27][C@@H:28]([C:33]([NH:35][CH2:36][C:37]([NH:39][C@H:40]([C:48]([NH:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][C:56]([O:58][CH3:59])=[O:57])=[O:49])[CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:38])=[O:34])[CH2:29][CH2:30][S:31][CH3:32])=[O:26])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:1]([O:5][C:6]([N:8]([CH2:60][CH3:61])[C@H:9]([C:25]([NH:27][C@@H:28]([C:33]([NH:35][CH2:36][C:37]([NH:39][C@H:40]([C:48]([NH:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][C:56](=[O:57])[O:58][CH3:59])=[O:49])[CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:38])=[O:34])[CH2:29][CH2:30][S:31][CH3:32])=[O:26])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[ClH:68]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 516920Potassium bisulfateHCID 14099355t-butoxycarbonyl-Nalpha-ethyl-O-(2-methylpropoxycarbonyl)-L-tyrosyl-D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide

生成物 1

HCID 131714788t-butoxycarbonyl-Nalpha-ethyl-L-tyrosyl-D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide monohydrochloride hemihydrate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred mixture of 1.7 g (1.9 mmole) of the title product of Example 71 in 40 ml of methanol was added 10 ml of 10% aqueous potassium carbonate. After about 75 minutes the resultant solution was poured into a mixture of 150 ml of dichloromethane and 100 ml of 0.5 M potassium bisulfate. The organic phase (containing the crude neutralized product) was separated and the aqueous layer was further extracted with dichloromethane. The combined organic layers were concentrated to dryness and purified by column chromatography, giving the analytically pure BOC-protected derivative of the title compound. [Analysis. Calcd. for C39H57N5O9S: C, 60.68; H, 7.44; N, 9.07; S, 4.15. Found: C, 60.64; H, 7.52; N, 8.90; S, 4.01.] The intermediate thus formed was converted to the title compound by the method described in Example 14. Structure Assignment was supported by elemental analysis.

後処理

  1. additionThe organic phase (containing the crude neutralized product)
  2. customwas separated
  3. extractionthe aqueous layer was further extracted with dichloromethane
  4. concentrationThe combined organic layers were concentrated to dryness
  5. custompurified by column chromatography

出典と根拠

ORDレコード
ord-684c5daba3294fc4bd5f73f0cdd525c0
出典データセット
uspto-grants-1986_07
特許番号
US04603121

関連ノート

読み込み中…