Triethylamine → HCID 12944618、化合物

HRID 649088ノート

反応式

HRID 649088 の反応式
[NH:1]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C@H:2]([C:6]([O:8]N1C(=O)CCC1=O)=O)[CH:3]([CH3:5])[CH3:4].[NH2:23][C@H:24]([C:40]([O:42][CH3:43])=[O:41])[CH2:25][CH2:26][CH2:27][CH2:28][NH:29][C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31].Cl.C(N(CC)CC)C>C1COCC1>[NH:1]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[C@H:2]([C:6]([NH:23][C@H:24]([C:40]([O:42][CH3:43])=[O:41])[CH2:25][CH2:26][CH2:27][CH2:28][NH:29][C:30]([O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:31])=[O:8])[CH:3]([CH3:4])[CH3:5]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 98768Boc-Val-osuHCID 12935371H-Lys(Z)-OMe HCl

生成物 1

HCID 12944618HCID 12944618、化合物収率 99.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of t-Boc-Val-OSu (3.14 g, 10 mmol) and H-Lys(CBZ)-OCH3.HCl (3.31 g, 10 mmol) in THF (300 ml) was treated at room temperature with triethylamine (1.38 ml) and left stirring for 17 hr. The resulting solution was evaporated in vacuo and the residue was dissolved in EtOAc (500 ml). The organic solution was washed successively with water (2×200 ml), 5% citric acid (2×200 ml), water (2×200 ml) and dried over Na2SO4. The dried solution was filtered and evaporated in vacuo to give (VI) (4.9 g; 99%) as a foam. T.l.c. RfE4 =0.64.

後処理

  1. waitleft
  2. customThe resulting solution was evaporated in vacuo
  3. dissolutionthe residue was dissolved in EtOAc (500 ml)
  4. washThe organic solution was washed successively with water (2×200 ml), 5% citric acid (2×200 ml), water (2×200 ml)
  5. dry with materialdried over Na2SO4
  6. filtrationThe dried solution was filtered
  7. customevaporated in vacuo

出典と根拠

ORDレコード
ord-41cf3b78fcb148b582cc1f92fa0a07a1
出典データセット
uspto-grants-1988_04
特許番号
US04737487

反応ノート

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