所有图片(1)

文件

684341

(S)-5-(吡咯烷-2-基)-1H-四唑

Name: (<I>S</I>)-5-(吡咯烷-2-基)-1<I>H</I>-四唑
Brand: ALDRICH

96%

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所有图片(1)

别名:

(S)-(–)-2-四唑-5-基吡咯烷, 脯氨酸四唑催化剂

经验公式（希尔记法）:

C₅H₉N₅

CAS号:

33878-70-5

分子量:

139.16

MDL编号:

MFCD10000886

PubChem化学物质编号:

329760905

NACRES:

NA.22

质量水平

100

检测方案

96%

形式

solid

旋光性

[α]20/D -9.0°, c = 1 in methanol

mp

253-258 °C

SMILES string

C1CN[C@@H](C1)c2nnn[nH]2

InChI

1S/C5H9N5/c1-2-4(6-3-1)5-7-9-10-8-5/h4,6H,1-3H2,(H,7,8,9,10)/t4-/m0/s1

InChI key

XUHYQIQIENDJER-BYPYZUCNSA-N

应用

(S)-(−)-5-(2-Pyrrolidinyl)-1H-tetrazole can be used as an organocatalyst:

To prepare enantioselective chiral 1,2-oxazines from achiral ketones via an intramolecular Wittig reaction.
To synthesize diastereoselective Michael addition products by addition of aliphatic aldehydes to β-nitrostyrene.
In the direct asymmetric α-fluorination of linear and branched aldehydes using N-fluorobenzenesulfonamide as the fluorinating agent.

Organocatalyst used for:

Direct asymmetric aldol reactions between acetone and aldehydes yielding β -hydroxy ketone and for synthesizing 1,1,1-trichloro-2-alkanols
Mannich reactions for synthesis fo α -amino acids and generation of 1,4-diamines
Conjugate additions of malonates to enones

象形图

GHS06

警示用语：

Danger

危险声明

H301 - H315 - H319 - H335

预防措施声明

P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338

危险分类

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

分析证书(COA)

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示例

T1503

货号

25G

包装规格/数量

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705578-5MG-PW

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1000309185

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A highly selective, organocatalytic route to chiral 1,2-oxazines from ketones.

Sirirat Kumarn et al.

Chemical communications (Cambridge, England), (30), 3211-3213 (2006-10-10)

A sequential, organocatalysed asymmetric reaction to access chiral 1,2-oxazines from achiral ketone starting materials is reported, which proceeds in moderate to good yields and excellent enantioselectivity.

A highly selective, organocatalytic route to chiral 1, 2-oxazines from ketones

Kumarn S, et al.

Chemical Communications (Cambridge, England), 3211-3213 (2006)

Asymmetric organocatalyzed Michael addition of aldehydes to β-nitrostyrene in ionic liquids

Mevciarova M, et al.

Tetrahedron Asymmetry, 20(20), 2403-2406 (2009)

Oelke, A. et al.

Synlett, 2548-2548 (2006)

Direct asymmetric α-fluorination of aldehydes

Steiner DD, et al.

Angewandte Chemie (International Edition in English), 117(24), 3772-3776 (2005)

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