11-Dehydro-thromboxane B2

Base Information

• Chemical Name: 11-Dehydro-thromboxane B2
• CAS No.: 67910-12-7
• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.47
• UNII: CJ6ST9UG7C
• ChEMBL ID: CHEMBL1405272
• Metabolomics Workbench ID: 2593
• Nikkaji Number: J265.059B
• Wikidata: Q2806929
• Wikipedia: 11-Dehydrothromboxane_B2
• Mol file: 67910-12-7.mol

Synonyms:11-dehydro-thromboxane B2;11-dehydro-TXB2;11-dehydrothromboxane B2;11-keto-thromboxane B2

Chemical Property of 11-Dehydro-thromboxane B2

Chemical Property:

• Appearance/Colour: colorless oil
• Vapor Pressure: 2.67E-16mmHg at 25°C
• Boiling Point: 588.5 °C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 202.9 °C
• PSA: 104.06000
• Density: 1.167 g/cm³
• LogP: 2.97760
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 368.21988874
• Heavy Atom Count: 26
• Complexity: 485

Purity/Quality:

98%Min ^*data from raw suppliers

11-DehydroThromboxaneB2(85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C=CC1C(C(CC(=O)O1)O)CC=CCCCC(=O)O)O
• Isomeric SMILES: CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC(=O)O1)O)C/C=C\CCCC(=O)O)O
• Uses: A metabolite of Thromboxane that is an in vivo markers of oxidative stress and platelet activation. It is associated with adverse cardiovascular events in Alzheimer's Disease Anti-inflammatory Prevention Trial (ADAPT). A metabolite of Thromboxane that is an in vivo markers of oxidative stress and platelet activation. It is associated with adverse cardiovascular events in Alzheimer''s Disease Anti-inflammatory Prevention Trial (ADAPT).

Technology Process of 11-Dehydro-thromboxane B2

There total 1 articles about 11-Dehydro-thromboxane B2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

prostaglandin D2 (41598-07-6) → 5-trans-prostaglandin D2 + C20H32O6 + 11-Dehydrothromboxane B2 (67910-12-7)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In water; at 20 ℃; for 1h;

DOI:10.1002/lipd.12206

Reference yield:

11-Dehydrothromboxane B2 (67910-12-7) → (Z)-(8S,9S)-8-[(E)-(1R,4S)-1,4-Bis-(ethyl-dimethyl-silanyloxy)-non-2-enyl]-9-(ethyl-dimethyl-silanyloxy)-undec-5-enedioic acid 1-methyl ester 11-pentafluorophenylmethyl ester (146038-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: 1) NH₄HCO₃, pyridine, 2) i-Pr₂NEt / 1) 3 h, r.t., 2) MeCN, 40 deg C, 30 min

3: pyridine / 0.25 h / 40 °C

With pyridine; ammonium bicarbonate; N-ethyl-N,N-diisopropylamine; In diethyl ether;

DOI:10.1002/oms.1210271130

Reference yield:

11-Dehydrothromboxane B2 (67910-12-7) → (Z)-(8S,9S)-8-((E)-(1R,4S)-1,4-Dihydroxy-non-2-enyl)-9-hydroxy-undec-5-enedioic acid 1-methyl ester 11-pentafluorophenylmethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: 1) NH₄HCO₃, pyridine, 2) i-Pr₂NEt / 1) 3 h, r.t., 2) MeCN, 40 deg C, 30 min

With pyridine; ammonium bicarbonate; N-ethyl-N,N-diisopropylamine; In diethyl ether;

DOI:10.1002/oms.1210271130

upstream raw materials:

prostaglandin D₂

Downstream raw materials:

(Z)-(8S,9S)-8-((E)-(1R,4S)-1,4-Bis-trimethylsilanyloxy-non-2-enyl)-9-trimethylsilanyloxy-undec-5-enedioic acid 1-methyl ester 11-pentafluorophenylmethyl ester

(Z)-(8S,9S)-8-[(E)-(1R,4S)-1,4-Bis-(ethyl-dimethyl-silanyloxy)-non-2-enyl]-9-(ethyl-dimethyl-silanyloxy)-undec-5-enedioic acid 1-methyl ester 11-pentafluorophenylmethyl ester