Ammonium formate → Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate

HRID 2115292ノート

反応式

HRID 2115292 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH:14]2[CH:10]([CH2:11][N:12](CC3C=CC=CC=3)[CH2:13]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]2[CH:14]([CH2:13][NH:12][CH2:11]2)[CH2:15]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 4171147Tert-butyl 5-benzyl-octahydropyrrolo[3,4-c]pyrrole-2-carboxylate

生成物 1

HCID 4142526Tert-butyl octahydropyrrolo(3,4-c)pyrrole-2-carboxylate収率 84%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of compound 4 (130 mg), Pd/C (100 mg, 10%) and ammonium formate (160 mg) in ethanol (10 mL) was heated to reflux for 2 hours and then allowed to cool to room temperature. The solid was filtered off and the filtrate was concentrated in vacuo. The residue was purified by preparative HPLC to provide title compound 5 as a pale yellow oil (76 mg, 84%). LCMS: Rf: 0.371 min, M+H+: 213.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. filtrationThe solid was filtered off
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-cc3d58b5de02434fad6cc75ce0cde871
出典データセット
uspto-grants-2008_10
特許番号
US07435831B2

反応ノート

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