3-(1-ethoxycarbonylnonylamino)-5-t-butoxycarbonylmethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one → 5-carboxymethyl-3-(1-ethoxycarbonylnonylamino)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

HRID 1719127ノート

反応式

HRID 1719127 の反応式
[CH2:1]([O:3][C:4]([CH:6]([NH:15][CH:16]1[C:22](=[O:23])[N:21]([CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])[C:20]2[CH:32]=[CH:33][CH:34]=[CH:35][C:19]=2[S:18][CH2:17]1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:5])[CH3:2]>Cl.O1CCOCC1>[C:25]([CH2:24][N:21]1[C:20]2[CH:32]=[CH:33][CH:34]=[CH:35][C:19]=2[S:18][CH2:17][CH:16]([NH:15][CH:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:22]1=[O:23])([OH:27])=[O:26]

参加物

4

反応物 1

HCID 202675763-(1-ethoxycarbonylnonylamino)-5-t-butoxycarbonylmethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

生成物 1

HCID 134545685-carboxymethyl-3-(1-ethoxycarbonylnonylamino)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one収率 72.8%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒

実験手順

1.7 g of the 3-(1-ethoxycarbonylnonylamino)-5-t-butoxycarbonylmethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one obtained in Example 17 was dissolved in 12 ml of a 6N solution of hydrogen chloride in dioxane and then reacted at room temperature for an hour. After this solution was concentrated under reduced pressure, 0.6 ml of triethylamine was added to the residue. This product was purified by silica gel column chromatography using a 5:2 mixture of benzene and acetic acid as the eluent. Thus, there was obtained 1.1 g of the desired compound in the form of a colorless, transparent oily material.

後処理

  1. customreacted at room temperature for an hour
  2. concentrationAfter this solution was concentrated under reduced pressure, 0.6 ml of triethylamine
  3. additionwas added to the residue
  4. customThis product was purified by silica gel column chromatography
  5. additiona 5:2 mixture of benzene and acetic acid as the eluent

出典と根拠

ORDレコード
ord-a388d9c36ddd48019eee7dd60e7f2815
出典データセット
uspto-grants-1985_09
特許番号
US04539150

反応ノート

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