Trifluoroacetic acid → HPro-DTrp-Gly-DTrp-Leu-MetNH2

HRID 2418615

反応式

HRID 2418615 の反応式
[N:1]1([C:57](OC(C)(C)C)=O)[CH2:56][CH2:55][CH2:54][C@H:2]1[C:3]([NH:5][C@@H:6]([C:17]([NH:19][CH2:20][C:21]([NH:23][C@@H:24]([C:35]([NH:37][C@H:38]([C:43]([NH:45][C@H:46]([C:51]([NH2:53])=[O:52])[CH2:47][CH2:48][S:49][CH3:50])=[O:44])[CH2:39][CH:40]([CH3:42])[CH3:41])=[O:36])[CH2:25][C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][CH:27]=1)=[O:22])=[O:18])[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)=[O:4].FC(F)(F)C(O)=O>C(SC)C.C(S)(S)C>[NH:1]1[CH2:57][CH2:56][CH2:55][CH2:54][C@H:2]1[C:3]([NH:5][C@@H:6]([C:17]([NH:19][CH2:20][C:21]([NH:23][C@@H:24]([C:35]([NH:37][C@H:38]([C:43]([NH:45][C@H:46]([C:51]([NH2:53])=[O:52])[CH2:47][CH2:48][S:49][CH3:50])=[O:44])[CH2:39][CH:40]([CH3:42])[CH3:41])=[O:36])[CH2:25][C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][CH:27]=1)=[O:22])=[O:18])[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)=[O:4]

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 131713803BocPro-DTrp-Gly-DTrp-Leu-MetNH2

生成物 1

HCID 131713805HPro-DTrp-Gly-DTrp-Leu-MetNH2

試薬・触媒・溶媒 2

HCID 12230Ethyl methyl sulfide溶媒HCID 336451,1-Ethanedithiol溶媒

実験手順

Condensation of BocPro-DTrp-GlyOH (1.00 g.) and HDTrp-Leu-MetNH2 trifluoroacetate salt (1.10 g.) using dicyclohexylcarbodiimide and N-hydroxysuccinimide gave BocPro-DTrp-Gly-DTrp-Leu-MetNH2 in 36% yield. De-t-butoxycarbonylation of BocPro-DTrp-Gly-DTrp-Leu-MetNH2 (0.68 g.) using trifluoroacetic acid in methyl ethyl sulfide and ethanedithiol gave HPro-DTrp-Gly-DTrp-Leu-MetNH2, which was isolated as the amorphous white solid phosphate (2:3) salt in 59% yield.

出典と根拠

ORDレコード
ord-0d05d463cff64ad182933ec8c9a54182
出典データセット
uspto-grants-1984_09
特許番号
US04472305

関連ノート

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