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Merck

52927

Sigma-Aldrich

(S)-3-(Boc-氨基)吡咯烷

≥98.0% (TLC)

别名:

(S)-3-吡咯烷基氨基甲酸叔丁酯

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About This Item

经验公式(希尔记法):
C9H18N2O2
分子量:
186.25
Beilstein:
5377813
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

方案

≥98.0% (TLC)

表单

solid

旋光性

[α]/D -21.5±2.0°, c = 1 in ethanol

SMILES字符串

CC(C)(C)OC(=O)N[C@H]1CCNC1

InChI

1S/C9H18N2O2/c1-9(2,3)13-8(12)11-7-4-5-10-6-7/h7,10H,4-6H2,1-3H3,(H,11,12)/t7-/m0/s1

InChI key

DQQJBEAXSOOCPG-ZETCQYMHSA-N

应用

(S)-3-(Boc-amino)pyrrolidine can be used as a building block to prepare:
  • 2,4,6-trisubstitued pyrido[3,4-d]pyrimidine derivatives as potent inhibitors against EGFR tyrosine kinase.
  • Aminopyrrolidine scaffolds for asymmetric Morita−Baylis-Hillman reaction.
  • N-benzyl-3-sulfonamidopyrrolidines as potent bacterial cell division inhibitors.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Synthesis and biological evaluation of irreversible EGFR tyrosine kinase inhibitors containing pyrido [3, 4-d] pyrimidine scaffold
Zhang H, et al.
Bioorganic & Medicinal Chemistry, 26(12), 3619-3633 (2018)
N-Benzyl-3-sulfonamidopyrrolidines as novel inhibitors of cell division in E. coli
Mukherjee S, et al.
Bioorganic & medicinal chemistry letters, 17(23), 6651-6655 (2007)
Chiral 3-aminopyrrolidines as a rigid diamino scaffold for organocatalysis and organometallic chemistry
Pouliquen M, et al.
Tetrahedron Asymmetry, 21(11-12), 1511-1521 (2010)

商品

Mono-Boc-protected diamines are versatile building blocks for chemical synthesis. Their production is a lot more challenging than the simple reaction scheme might imply, because the Boc-anhydride reagent cannot differentiate between the two identical amino moieties in the substrate.

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