Boc-Dap-OH → HCID 86647135、化合物

HRID 2369801ノート

反応式

HRID 2369801 の反応式
[C:1]([O:5][C:6](=[O:44])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21](=[O:43])[NH:22][CH2:23][C@H:24]([NH:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[C:25]([O:27]N1C(=O)CCC1=O)=O)([CH3:4])([CH3:3])[CH3:2].C(OC(=O)CCCCCCCCCCCCCCC(=O)NCCCC[C@H](NC(OC(C)(C)C)=O)C(ON1C(=O)CCC1=O)=O)(C)(C)C.[NH2:92][CH2:93][C@H:94]([NH:98][C:99]([O:101][C:102]([CH3:105])([CH3:104])[CH3:103])=[O:100])[C:95]([OH:97])=[O:96]>CN(C=O)C>[C:1]([O:5][C:6](=[O:44])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21](=[O:43])[NH:22][CH2:23][C@H:24]([NH:35][C:36]([O:38][C:39]([CH3:40])([CH3:41])[CH3:42])=[O:37])[C:25](=[O:27])[NH:92][CH2:93][C@H:94]([NH:98][C:99]([O:101][C:102]([CH3:105])([CH3:104])[CH3:103])=[O:100])[C:95]([OH:97])=[O:96])([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 3

HCID 2755946Boc-Dap-OH2 回HCID 86647136HCID 86647136、化合物HCID 86647137HCID 86647137、化合物

生成物 1

HCID 86647135HCID 86647135、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

15-[(S)-2-tert-Butoxycarbonylamino-2-(2,5-dioxo-pyrrolidin-1-yloxycarbonyl)ethylcarbamoyl]pentadecanoic acid tert-butyl ester can be prepared in similar fashion as that described for 15-[(S)-5-tert-butoxycarbonylamino-5-(2,5-dioxopyrrolidin-1-yloxycarbonyl)pentylcarbamoyl]pentadecanoic acid tert-butyl ester using (S)-3-amino-2-tert-butoxycarbonylamino propionic acid, and it can be reacted with (S)-3-amino-2-tert-butoxycarbonylamino propionic acid in DMF at RT for 16 h. After concentrating under vacuum, AcOEt can be added the residue and the mixture can be washed with 0.2 N HCl. The organic phase is then dried over MgSO4 and concentrated under vacuum to yield the crude product, 15-[(S)-2-tert-butoxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-2-carboxyethylcarbamoyl)ethylcarbamoyl]pentadecanoic acid tert-butyl ester. This can either be used without further purification or purified by flash chromatography.

後処理

  1. concentrationAfter concentrating under vacuum, AcOEt
  2. additioncan be added the residue
  3. washthe mixture can be washed with 0.2 N HCl
  4. dry with materialThe organic phase is then dried over MgSO4
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-2a437cef76e94a4fb01327df72b71bdf
出典データセット
uspto-grants-2014_04
特許番号
US08710000B2

反応ノート

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