654280
1-(Phenylsulfonyl)-3-indolylboronic acid pinacol ester
97%
Synonym(s):
1-(Phenylsulfonyl)-3-indoleboronic acid pinacol ester
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About This Item
Empirical Formula (Hill Notation):
C20H22BNO4S
CAS Number:
Molecular Weight:
383.27
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C20H22BNO4S/c1-19(2)20(3,4)26-21(25-19)17-14-22(18-13-9-8-12-16(17)18)27(23,24)15-10-6-5-7-11-15/h5-14H,1-4H3
SMILES string
CC1(C)OB(OC1(C)C)c2cn(c3ccccc23)S(=O)(=O)c4ccccc4
InChI key
OMZLHWZHHPAZPW-UHFFFAOYSA-N
assay
97%
form
solid
mp
120-125 °C
Quality Level
Related Categories
Application
1-(Phenylsulfonyl)-3-indolylboronic acid pinacol ester can be used:
- In one or two key synthetic steps for the preparation of a key intermediate of lycogarubin C.
- To prepare 3-(4,5-dibromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)-1-(phenylsulfonyl)-1H-indole, a key intermediate for the synthesis of tubulin inhibitor VERU-111 analogs.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Qinghui Wang et al.
Journal of medicinal chemistry, 61(17), 7877-7891 (2018-08-21)
Colchicine binding site inhibitors (CBSIs) hold great potential in developing new generations of antimitotic drugs. Unlike existing tubulin inhibitors such as paclitaxel, they are generally much less susceptible to resistance caused by the overexpression of drug efflux pumps. The 3,4,5-trimethoxyphenyl
John T Gupton et al.
Tetrahedron, 70(52), 9759-9767 (2015-01-15)
Lycogarubin C, permethyl storniamide A and lamellarin G trimethyl ether are pyrrole containing, natural products, which exhibit interesting biological properties. Such properties include anti-tumor activity on a variety of cancer cell lines including those that confer drug resistance, inhibition of
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