(16α,17α)-3-(PhenylMethoxy)-estra-1,3,5(10)-triene-16,17-diol

Base Information

• Chemical Name: (16α,17α)-3-(PhenylMethoxy)-estra-1,3,5(10)-triene-16,17-diol
• CAS No.: 1316291-21-0
• Molecular Formula: C₂₅H₃₀O₃
• Molecular Weight: 378.511
• Mol file: 1316291-21-0.mol

Synonyms:3-O-Benzyl 17-Epiestriol;

Chemical Property of (16α,17α)-3-(PhenylMethoxy)-estra-1,3,5(10)-triene-16,17-diol

Chemical Property:

• PSA: 49.69000
• LogP: 4.45340

Purity/Quality:

3-O-Benzyl17-Epiestriol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (16α,17α)-3-(PhenylMethoxy)-estra-1,3,5(10)-triene-16,17-diol

There total 11 articles about (16α,17α)-3-(PhenylMethoxy)-estra-1,3,5(10)-triene-16,17-diol 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: 95.0%

epiestriol (547-81-9,300853-07-0) + benzyl bromide (100-39-0) → 3-benzyloxy-16α,17β-dihydroxy-1,3,5(10)-estratriene (1316291-21-0)

Guidance literature:

With potassium carbonate; In acetone; for 8h; Heating;

DOI:10.1039/b616155c

Reference yield: 86.0%

3-Benzyloxy-16α,17α-epoxy-estra-1,3,5(10)-trien-17β-ol-acetat (14982-19-5) → 3-benzyloxy-16α,17β-dihydroxy-1,3,5(10)-estratriene (1316291-21-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 47.0%

(8S,9S,13R,14S)-3-(benzyloxy)-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene (23880-57-1) → (8R,9S,13S,14S)-3-(benzyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-16,17-diol (1316291-21-0)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃; for 18h; Inert atmosphere;

upstream raw materials:

epiestriol

benzyl bromide

3-Benzyloxy-16α,17α-epoxy-estra-1,3,5(10)-trien-17β-ol-acetat

Estriol

Downstream raw materials:

C₂₅H₂₉⁽²⁾HO₃

C₂₅H₂₈⁽²⁾H₂O₃

Refernces

• 1、 Freudenhammer, Christoph,Grotemeyer, Juergen. "Rearrangement and fragmentation of estrogen ether ions: New aspects found with Fourier transform ion cyclotron resonance mass spectrometry". experimental part. p. 489 - 501. Retrieved 2011/10/31.
• 2、 Shagufta,Panda, Gautam. "A new example of a steroid-amino acid hybrid: Construction of constrained nine membered d-ring steroids". . p. 360 - 366. Retrieved 2008/03/27.