Methanol → H-Orn(Z)-ome hcl

HRID 324590

反応式

HRID 324590 の反応式
S(Cl)([Cl:3])=O.[CH3:5]O.[NH2:7][C@@H:8]([CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])[C:9]([OH:11])=[O:10]>C(OC)(C)(C)C>[ClH:3].[NH2:7][C@@H:8]([CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])[C:9]([O:11][CH3:5])=[O:10]

参加物

5

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 7009570H-Orn(Z)-OH

生成物 1

HCID 13967650H-Orn(Z)-ome hcl

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

実験手順

While cooling with ice, and under an argon atmosphere, 240 ml of thionyl chloride are added dropwise to 300 ml of abs. methanol, after which 40 g (150 mmol) of (2S)-2-amino-5-benzyloxycarbonylaminopentanoic acid (1.1) are added and the mixture is allowed to react at room temperature for 3 h and at 4° C. overnight. The solution is poured into methyl tert-butyl ether, the solvent is decanted off and the residue is triturated with diethyl ether. After filtering off with suction, 29.14 g (61%) of (1.2) are obtained as a colorless solid.

後処理

  1. temperatureWhile cooling with ice
  2. customto react at room temperature for 3 h and at 4° C. overnight
  3. customthe solvent is decanted off
  4. customthe residue is triturated with diethyl ether
  5. filtrationAfter filtering off with suction, 29.14 g (61%) of (1.2)
  6. customare obtained as a colorless solid

出典と根拠

ORDレコード
ord-3738e77baf654ebd9c13073e7aa879db
出典データセット
uspto-grants-2001_04
特許番号
US06218415B1

関連ノート

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