Triethylamine → HCID 178516175、化合物

HRID 1606823ノート

反応式

HRID 1606823 の反応式
[CH2:1]([O:8][C:9](=[O:27])[C@H:10]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:15][CH:14]=1)[NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:28]1[C:32](=[O:33])[CH2:31][CH2:30][C@H:29]1[C:34]([NH:36][C@H:37]([C:44]([NH:46][C@H:47]([C:58]([NH:60][C@H:61]([C:64](O)=[O:65])[CH2:62][OH:63])=[O:59])[CH2:48][C:49]1[C:57]2[C:52](=[CH:53][CH:54]=[CH:55][CH:56]=2)[NH:51][CH:50]=1)=[O:45])[CH2:38][C:39]1[N:43]=[CH:42][NH:41][CH:40]=1)=[O:35].C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[CH2:1]([O:8][C:9](=[O:27])[C@H:10]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:15][CH:14]=1)[NH:11][C:62](=[O:63])[C@H:61]([CH2:64][OH:65])[NH:60][C:58](=[O:59])[C@H:47]([CH2:48][C:49]1[C:57]2[C:52](=[CH:53][CH:54]=[CH:55][CH:56]=2)[NH:51][CH:50]=1)[NH:46][C:44](=[O:45])[C@H:37]([CH2:38][C:39]1[N:43]=[CH:42][NH:41][CH:40]=1)[NH:36][C:34](=[O:35])[C@@H:29]1[CH2:30][CH2:31][C:32](=[O:33])[NH:28]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 7408223(S)-Benzyl 2-amino-3-(4-(benzyloxy)phenyl)propanoateHCID 178516176HCID 178516176、化合物

生成物 1

HCID 178516175HCID 178516175、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

O-Benzyl-L-tyrosine benzyl ester (VIII) hydrochloride (0.397 g) and L-pyroglutamyl-L-histidyl-L-tryptophyl-L-serine (VII) (0.539 g) in dry dimethylformamide (50 ml) is treated with triethylamine (0.14 ml) and dicyclohexylcarbodiimide (0.227 g) in dry dimethylformamdie (5 ml) at 0° C. After stirring at room temperature for 24 hours, the reaction mixture is evaporated to dryness. The residue is triturated in methanol and the dicyclohexylurea is removed by filtration. The filtrate is concentrated to L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-O-benzyl-L-tyrosine benzyl ester (IX).

後処理

  1. customthe reaction mixture is evaporated to dryness
  2. customThe residue is triturated in methanol
  3. customthe dicyclohexylurea is removed by filtration
  4. concentrationThe filtrate is concentrated to L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-O-benzyl-L-tyrosine benzyl ester (IX)

出典と根拠

ORDレコード
ord-f6dcd921fdad48aaa24898bdb968449f
出典データセット
uspto-grants-1976_04
特許番号
US03953416

反応ノート

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