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(S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-4-methylpentanoate → HCID 178465162、化合物

HRID 1763726
ノート
印刷プレビュー

反応式

HRID 1763726 の反応式
[ClH:1].[CH2:2]([NH:4][C:5](=[O:22])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:21])[C@H:12]([CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:20])[NH2:19])[NH2:13])[CH3:3].[N+](C1C=CC([O:32][C:33](=O)[C@H:34]([CH2:46][CH:47]([CH3:49])[CH3:48])[NH:35][C:36]([O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:37])=CC=1)([O-])=O>CN(C)C=O>[ClH:1].[CH2:2]([NH:4][C:5](=[O:22])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:21])[C@H:12]([CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:19])[NH2:20])[NH:13][C:33](=[O:32])[C@H:34]([CH2:46][CH:47]([CH3:48])[CH3:49])[NH:35][C:36]([O:38][CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)=[O:37])[CH3:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 97647(S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-4-methylpentanoateHCID 178465181HCID 178465181、化合物

生成物 1

HCID 178465162HCID 178465162、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

A solution of 18.6 g. of L-arginyl-L-proline N-ethylamide hydrochloride (Ex.1,1) and 7.2 g. of Nα -benzyloxycarbonyl-L-leucine p-nitrophenylester in 30 ml. of dimethylformamide is allowed to stand for four days, warmed to 50° C. for a half hour and evaporated at reduced pressure and 40° C. to yield an oil. A solid product is obtained by chromatography over silica gel, eluting with chloroform with increasing percent of methanol. Fraction selection is made on the basis of analytical thin layer chromatography and the product obtained solid by precipitating from methanol with ethyl acetate and then by dropping a methanol solution into ethyl ether. The solid is dried at 40° C. and reduced pressure; [α]D25 -68.4° (c 1, methanol); ultraviolet in methanol λmax 257 E11 3.5.

後処理

  1. customevaporated at reduced pressure and 40° C.
  2. customto yield an oil
  3. customA solid product is obtained by chromatography over silica gel
  4. washeluting with chloroform
  5. temperaturewith increasing percent of methanol
  6. customthe product obtained solid
  7. customby precipitating from methanol with ethyl acetate
  8. customThe solid is dried at 40° C.

出典と根拠

ORDレコード
ord-a4168d0ab6d24a2aa9ddba78a0ec2ae2
出典データセット
uspto-grants-1978_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04111923

反応ノート

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