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Merck
CN
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文件

安全信息

706531

Sigma-Aldrich

N-Boc-1,2,3,6-四氢吡啶-4-硼酸频哪醇酯

95%

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别名:
(N-叔丁氧羰基)-1,2,3,6-四氢吡啶-4-硼酸频哪醇酯
经验公式（希尔记法）:
C16H28BNO4
CAS号:
286961-14-6
分子量:
309.21
MDL编号:
MFCD03840345
UNSPSC代码:
12352103
PubChem化学物质编号:
329762650
NACRES:
NA.22

质量水平

100

检测方案

95%

形式

powder

mp

100-114 °C

SMILES字符串

CC(C)(C)OC(=O)N1CCC(=CC1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-12(9-11-18)17-21-15(4,5)16(6,7)22-17/h8H,9-11H2,1-7H3

InChI key

VVDCRJGWILREQH-UHFFFAOYSA-N

相关类别

一般描述

Boc-THP-Bpin is frequently used in metal catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Negishi couplings.

应用

Reagent used for
  • Suzuki-Miyaura cross-coupling using palladium phosphine catalyst
  • Palladium-catalyzed ligand-controlled regioselective Suzuki coupling
  • Palladium-catalyzed Suzuki-Miyaura coupling
  • Suzuki coupling followed by iodolactonization reaction
  • Wrenchnolol derivative optimized for gene activation in cells

Reagent used in Preparation of several enzymatic inhibitors and receptor ligands
  • Orally active anaplastic lymphoma kinase inhibitors
  • Oxazolecarboxamides as diacylglycerol acyltransferase-1 inhibitors for treatment of obesity and diabetes
  • 4-arylpiperidinyl amides and N-arylpiperidin-3-yl-cyclopropanecarboxamides as novel melatonin receptor ligands
  • Quinazoline analogs as glucocerebrosidase inhibitors with chaperone activity for treatment of Gaucher disease, a lysosomal storage disorder
  • Arylpiperazine and piperidine ethers as dual acting norepinephrine reuptake inhibitors and 5-HT1A partial agonists

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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Design and synthesis of 4-arylpiperidinyl amide and N-arylpiperidin-3-yl-cyclopropanecarboxamide derivatives as novel melatonin receptor ligands
Li, G.; et al.
Bioorganic & Medicinal Chemistry, 21, 1236-1242 (2011)
Paul M Wehn et al.
Organic letters, 11(24), 5666-5669 (2009-12-17)
A novel approach to the synthesis of substituted 5-amino- and 3-amino-1,2,4-thiadiazoles beginning from a common precursor has been achieved. Derivatization by palladium-catalyzed Suzuki-Miyaura coupling enables the rapid preparation of analogs around this pharmaceutically relevant core. FMO calculations rationalize the observed
Preparation of 3,4-fused-spiro[furan-5(5H),4'-piperidin]-2-one
Liu, J.; et al.
Tetrahedron Letters, 50, 5228-5230 (2009)
Yimin Qian et al.
Journal of medicinal chemistry, 54(7), 2433-2446 (2011-03-19)
Diacylglycerol acyltransferase-1 (DGAT-1) is the enzyme that catalyzes the final and committed step of triglyceride formation, namely, the acylation of diacylglycerol with acyl coenzyme A. DGAT-1 deficient mice demonstrate resistance to weight gain on high fat diet, improved insulin sensitivity
Discovery and pharmacological characterization of aryl piperazine and piperidine ethers as dual acting norepinephrine reuptake inhibitors and 5-HT1A partial agonists
Gray, D. L.; et al.
Bioorganic & Medicinal Chemistry, 19, 6604-6607 (2009)
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