15154
trans-1,2-Bis(phenylsulfonyl)ethylene
purum, ≥98.0% (HPLC)
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About This Item
Linear Formula:
C6H5SO2CH=CHSO2C6H5
CAS Number:
Molecular Weight:
308.37
PubChem Substance ID:
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
2334889
MDL number:
SMILES string
O=S(=O)(\C=C\S(=O)(=O)c1ccccc1)c2ccccc2
InChI
1S/C14H12O4S2/c15-19(16,13-7-3-1-4-8-13)11-12-20(17,18)14-9-5-2-6-10-14/h1-12H/b12-11+
InChI key
YGBXMKGCEHIWMO-VAWYXSNFSA-N
grade
purum
assay
≥98.0% (HPLC)
mp
~220 °C, 221-223 °C (lit.)
Application
trans-1,2-Bis(phenylsulfonyl)ethylene was used in the synthesis of (+)-7-deoxypancratistatin.
Other Notes
Reactive dienophile, a convenient equivalent of acetylene in Diels-Alder reactions; it is more sterically demanding than the cis-isomer (15152); Review
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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A. Azzena et al.
Synthetic Communications, 18, 351-351 (1988)
L.A. Paquette et al.
Tetrahedron, 42, 1789-1789 (1986)
J L Aceña et al.
Organic letters, 2(23), 3683-3686 (2000-11-14)
A new total synthesis of (+)-7-deoxypancratistatin 1 has been accomplished in 19 steps (8% overall yield) from two readly available compounds, furan and trans-1,2-bis(phenylsulfonyl)ethylene.
Sachiko Ezoe et al.
Vaccine, 38(46), 7246-7257 (2020-10-06)
BK-SE36 is blood-stage malaria vaccine candidate that is undergoing clinical trials. Here, the safety and immunogenicity of BK-SE36 with a novel adjuvant, CpG-ODN(K3) (thus, BK-SE36/CpG) was assessed in a phase 1a trial in Japan. An investigator-initiated, randomised, single-blind, placebo-controlled, dose-escalation
Gopalan Soman et al.
mAbs, 4(1), 84-100 (2012-02-14)
Ch14.18 is a mouse-human chimeric monoclonal antibody to the disialoganglioside (GD2) glycolipid. In the clinic, this antibody has been shown to be effective in the treatment of children with high-risk neuroblastoma, either alone or in combination therapy. Extensive product characterization
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