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Merck
CN

10919

Sigma-Aldrich

芴甲氧羰基异硫氰酸酯

≥98.0% (CHN)

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别名:
9-芴甲基异硫氰酰甲酸酯, 9-芴甲氧羰基异硫氰酸酯
经验公式(希尔记法):
C16H11NO2S
分子量:
281.33
Beilstein:
7930648
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

≥85% (coupling to amines)
≥98.0% (CHN)

溶解性

ethanol: soluble

荧光

λex 264 nm; λem 313 nm

应用

peptide synthesis

官能团

Fmoc

储存温度

−20°C

SMILES字符串

O=C(OCC1c2ccccc2-c3ccccc13)N=C=S

InChI

1S/C16H11NO2S/c18-16(17-10-20)19-9-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15H,9H2

InChI key

DHMYULZVFHHEHE-UHFFFAOYSA-N

应用

Fmoc isothiocyanate can be used:
  • As a starting material in the preparation of biologically relevant pharmacophores named N-aryl-N′-carboalkoxy guanidines.
  • In one of the intermediate steps for the synthesis of N-aryl-N-thiazolyl derivatives.
  • To synthesize cyclic isothiourea derivatives as potent neuropeptide Y (NPY) Y1 receptor antagonists.
  • To prepare 2-aminothiazoles, aminobenz-imidazole conjugated thiazoles, and thiazole derived cyclopeptides.

其他说明

由胺类化合物合成取代硫脲类化合物的试剂

象形图

CorrosionExclamation mark

警示用语:

Danger

危险声明

危险分类

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

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


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Solid-Phase Synthesis of N-Aryl-N′-Carboalkoxy Guanidines by the Mitsunobu Reaction of Fmoc-Guanidines
Robinson DE, et al.
Synthetic Communications, 34(15), 2743-2749 (2004)
Solid-Phase Synthesis of 2-Aminothiazoles.
Patrick C. Kearney et al.
The Journal of organic chemistry, 63(1), 196-200 (2001-10-25)
Two-step hantzsch based macrocyclization approach for the synthesis of thiazole-containing cyclopeptides
Nefzi A, et al.
The Journal of Organic Chemistry, 75(22), 7939-7941 (2010)
Diversity-oriented synthesis of N-aryl-N-thiazolyl compounds
Nefzi A and Arutyunyan S
Tetrahedron Letters, 51(37), 4797-4800 (2010)
Solid-phase synthesis of 2-aminothiazoles
Kearney PC, et al.
The Journal of Organic Chemistry, 63(1), 196-200 (1998)

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