Methanol → H-Orn(Z)-ome hcl

HRID 324590

반응식

HRID 324590 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 13967650H-Orn(Z)-ome hcl

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3738e77baf654ebd9c13073e7aa879db
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218415B1

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