1,3,5[10]-ESTRATRIENE-3,16alpha,17beta-TRIOL 16-GLUCURONIDE SODIUM SALT

Base Information

• Chemical Name: 1,3,5[10]-ESTRATRIENE-3,16alpha,17beta-TRIOL 16-GLUCURONIDE SODIUM SALT
• CAS No.: 1852-44-4
• Molecular Formula: C24H32 O9 . Na
• Molecular Weight: 486.495
• European Community (EC) Number: 633-750-8
• DSSTox Substance ID: DTXSID50585150
• Mol file: 1852-44-4.mol

Synonyms:1852-44-4;1,3,5[10]-ESTRATRIENE-3,16alpha,17beta-TRIOL 16-GLUCURONIDE SODIUM SALT;1,3,5(10)-Estratriene-3,16alpha,17beta-triol 16-glucuronide;3,16alpha,17beta-Trihydroxy-1,3,5(10)-estratriene 16-glucuronide;DTXSID50585150;PUBCHEM_16219323;CID 16219323;Estriol 16 alpha -( beta -D-glucuronide) sodium salt;Estriol 16alpha-(beta-D-glucuronide) sodium salt, >=95% (HPLC)

Chemical Property of 1,3,5[10]-ESTRATRIENE-3,16alpha,17beta-TRIOL 16-GLUCURONIDE SODIUM SALT

Chemical Property:

• PSA: 156.91000
• LogP: 0.60900
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 487.19440188
• Heavy Atom Count: 34
• Complexity: 747

Purity/Quality:

98%,99%, ^*data from raw suppliers

Estriol 16α-(β-D-glucuronide) sodium salt ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CC(C2O)OC4C(C(C(C(O4)C(=O)O)O)O)O)CCC5=C3C=CC(=C5)O.[Na]
• Uses: Estriol 16alpha-(beta-D-glucuronide) Sodium Salt can be used in analytical study of differentiation of isomeric biological compounds using collision-?induced dissociation of ions generated by fast atom bombardment.

Technology Process of 1,3,5[10]-ESTRATRIENE-3,16alpha,17beta-TRIOL 16-GLUCURONIDE SODIUM SALT

There total 7 articles about 1,3,5[10]-ESTRATRIENE-3,16alpha,17beta-TRIOL 16-GLUCURONIDE SODIUM SALT 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: 65.0%

methyl 3,17β-dihydroxyestra-1,3,5(10)-trien-16α-yl-2,3,4-tri-O-acetyl-β-D-glucopyranosuronate (18841-95-7) → sodium 3,17β-dihydroxyestra-1,3,5(10)-trien-16α-yl-β-D-glucopyranosuronate (1852-44-4)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

Reference yield:

Estrone (53-16-7) → sodium 3,17β-dihydroxyestra-1,3,5(10)-trien-16α-yl-β-D-glucopyranosuronate (1852-44-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / CuBr₂ / methanol / 48 h / Heating

2: 97 percent / NaOH, 75percent aq. pyridine / 3 h / Ambient temperature

3: 85 percent / Ag₂CO₃ / benzene / 72 h / Ambient temperature

4: NaBH₄ / PdCl₂ / methanol / 0.5 h / 0 °C

5: hydrolysis

With pyridine; sodium hydroxide; sodium tetrahydroborate; silver carbonate; copper(ll) bromide; palladium dichloride; In methanol; benzene;

DOI:10.1039/c39810000383

Reference yield:

2,4-dibromo-3,16α-dihydroxyestra-1,3,5(19)-trien-17-one (79258-14-3) → sodium 3,17β-dihydroxyestra-1,3,5(10)-trien-16α-yl-β-D-glucopyranosuronate (1852-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Ag₂CO₃ / benzene / 72 h / Ambient temperature

2: NaBH₄ / PdCl₂ / methanol / 0.5 h / 0 °C

3: hydrolysis

With sodium tetrahydroborate; silver carbonate; palladium dichloride; In methanol; benzene;

DOI:10.1039/c39810000383

upstream raw materials:

methyl 3,17β-dihydroxyestra-1,3,5(10)-trien-16α-yl-2,3,4-tri-O-acetyl-β-D-glucopyranosuronate

Estrone

2,4-dibromo-3,16α-dihydroxyestra-1,3,5(19)-trien-17-one

methyl 1-O-<2,4-dibromo-3-hydroxy-17-oxo-estra-1,3,5(10)-trien-16α-yl>-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate

Downstream raw materials:

Estriol

Refernces

• 1、 Numazawa, Mitsuteru,Nagaoka, Masao,Tsuji, Masachika,Osawa, Yoshio. "Efficient Synthesis of Estriol 16-Glucuronide via 2,4,16α-Tribromoestrone". . p. 383 - 384. Retrieved 2007/10/02.