N-Hydroxysuccinimide → N,N'-Bis-(9-Fluorenylmethyloxycarbonyl)-D-Lysyloxy Succinimide

HRID 1680211

反応式

HRID 1680211 の反応式
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([C:42]([OH:44])=[O:43])[CH2:20][CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][CH2:28][CH:29]3[C:41]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[C:35]4[C:30]3=[CH:31][CH:32]=[CH:33][CH:34]=4)=[O:26])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.O[N:46]1[C:50](=[O:51])[CH2:49][CH2:48][C:47]1=[O:52].Cl.C(N=C=NCCCN(C)C)C.C(N(C(C)C)CC)(C)C>C(OC(=O)C)C.CN(C)C=O>[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([C:42]([O:44][CH:48]3[CH2:49][C:50](=[O:51])[NH:46][C:47]3=[O:52])=[O:43])[CH2:20][CH2:21][CH2:22][CH2:23][NH:24][C:25]([O:27][CH2:28][CH:29]3[C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][C:35]=4[C:36]4[C:41]3=[CH:40][CH:39]=[CH:38][CH:37]=4)=[O:26])=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 80170N-HydroxysuccinimideHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 22816294Fmoc-D-lys(fmoc)-OH

生成物 1

HCID 22816295N,N'-Bis-(9-Fluorenylmethyloxycarbonyl)-D-Lysyloxy Succinimide

試薬・触媒・溶媒 1

HCID 22989253N,N-dimethylformamide ethyl acetate溶媒

実験手順

To a stirred solution of N,N'-bis-(9-fluorenylmethyloxycarbonyl)-D-lysine (12.0 g) in 360 ml of an ethylacetate:dimethylformamide (35:1) mixture are added N-hydroxysuccinimide (3.1 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (5.2 g) and diisopropylethylamine (2.0 ml). After 15 hours the solution is washed successively with dilute hydrochloric acid, water, saturated sodium bicarbonate solution, and brine, dried over magnesium sulfate, and concentrated in vacuo to about 20 ml. The solution is added to hexane (1 l.) and the precipitate is collected and dried to afford the title compound.

後処理

  1. washAfter 15 hours the solution is washed successively with dilute hydrochloric acid, water, saturated sodium bicarbonate solution, and brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo to about 20 ml
  4. additionThe solution is added to hexane (1 l.)
  5. customthe precipitate is collected
  6. customdried

出典と根拠

ORDレコード
ord-411aefadc51d4b08b86231303004d859
出典データセット
uspto-grants-1981_06
特許番号
US04272525

関連ノート

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