(8xi,9xi,14xi,17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl beta-D-glucopyranoside

Base Information

• Chemical Name: (8xi,9xi,14xi,17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl beta-D-glucopyranoside
• CAS No.: 27705-69-7
• Molecular Formula: C24H34 O7
• Molecular Weight: 434.53

Synonyms:Estra-1,3,5(10)-trien-3-ol,17b-(b-D-glucopyranosyloxy)- (8CI); Estrane, b-D-glucopyranoside deriv.; 17b-Estradiol 17-glucoside

Chemical Property of (8xi,9xi,14xi,17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl beta-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 4.07E-18mmHg at 25°C
• Boiling Point: 656.3°Cat760mmHg
• Flash Point: 350.7°C
• Density: 1.38g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (8xi,9xi,14xi,17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl beta-D-glucopyranoside

There total 6 articles about (8xi,9xi,14xi,17beta)-3-hydroxyestra-1,3,5(10)-trien-17-yl beta-D-glucopyranoside 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: 87.0%

17β-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)estra-1,3,5(10)-trien-3-yl acetate (26041-33-8,26132-49-0,103596-10-7) → 17β-(β-D-glucopyranosyloxy)estra-1,3,5(10)-trien-3-ol (27705-69-7)

Guidance literature:

With sodium methylate; In methanol; for 12h; Ambient temperature;

DOI:10.1135/cccc19920362

Reference yield:

estradiol (50-28-2) + 2-nitrophenyl β-D-glucopyranoside (2816-24-2) → C30H44O12 + 17β-(β-D-glucopyranosyloxy)estra-1,3,5(10)-trien-3-ol (27705-69-7) + 2-hydroxynitrobenzene (88-75-5,78813-12-4)

Guidance literature:

With Ornithogalum caudatum glycosyltransferase OcUGT₁; In aq. phosphate buffer; at 37 ℃; pH=6; Enzymatic reaction;

DOI:10.3390/molecules25030475

Reference yield:

→ (2R,3S,4R,5R,6R)-2-Hydroxymethyl-6-(3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yloxy)-tetrahydro-pyran-3,4,5-triol (25517-69-5,27705-69-7,33129-50-9,33129-51-0,37506-91-5,103596-08-3)

Guidance literature:

aus Acetat IIIa, CH3OH/NH3;

DOI:10.1021/bi00839a012

upstream raw materials:

17β-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)estra-1,3,5(10)-trien-3-yl acetate

estradiol 3-acetate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

estradiol

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