참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Pyrrole | HCID 8027 | — |
| 반응물 | methyl 5-formyl-1H-pyrrole-2-carboxylate | HCID 316531 | — |
| 반응물 | Methyl 5-(aminomethyl)-1H-pyrrole-2-carboxylate hydrochloride | HCID 73553778 | — |
| 반응물 | Bis(dimethylamino)azafulvene | HCID 131720727 | — |
| 생성물 | Dimethylamine | HCID 674 | — |
| 생성물 | Pyrrole-2-carboxaldehyde | HCID 13854 | — |
반응 단계
Preparation of methyl 5-(aminomethyl)pyrrole-2-carboxylate hydrochloride (X) can be accomplished by the approach shown in Scheme 11. A three-step conversion of pyrrole into methyl 5-formylpyrrole-2-carboxylate has been described (Org. Syn., Coll Vol. 4, 1963, p831). Alternatively, Muchowski (Tetrahedron Lett., 1988, 29, 777) has described the bis(dimethylamino)azafulvene dimer resulting from treatment of 2-formylpyrrole with dimethylamine. Such species may be lithiated at low temperatures and captured with a variety of electrophiles, including methyl chloroformate, to also give methyl 5-formylpyrrole-2-carboxylate. The aldehyde group is then converted to the oxime under standard conditions and finally reduced by catalytic hydrogenation in the presence of hydrochloric acid to give the target linker (X). ##STR44##
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US05849693 |
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| 출처 데이터셋 | uspto-grants-1998_12 |
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| ORD ID | ord-7cb318ad260c424eaf88bdb08fae3a1e |
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| 출처 메모 | uspto-grants-1998_12 |
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