21307-05-1

Basic information

• Product Name: Previtamin D2
• Synonyms: (3,6Z,22E)-9,10-Secoergosta-5(10),6,8,22-tetraen-3-ol;Preergocalciferol;Previtamin D;Previtamin D2;(6Z,22E)-9,10-Secoergosta-5(10),6,8,22-tetren-3β-ol;PrevitaMin D2 (90%)
• CAS NO: 21307-05-1
• Molecular Formula: C₂₈H₄₄O
• Molecular Weight: 396.64836
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 21307-05-1.mol

Chemical Properties

• Boiling Point: 503.754°C at 760 mmHg
• Flash Point: 218.083°C
• Appearance: /
• Density: 1.021g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: Amber Vial, -20?C Freezer, Under Inert Atmosphere
• PKA: 14.84±0.60(Predicted)
• CAS DataBase Reference: Previtamin D2(CAS DataBase Reference)
• NIST Chemistry Reference: Previtamin D2(21307-05-1)
• EPA Substance Registry System: Previtamin D2(21307-05-1)

Safety Data

• Hazardous Substances Data: 21307-05-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Previtamin D2 is used as an intermediate in the synthesis of Vitamin D2 for pharmaceutical applications. It is utilized in the production of Vitamin D2 supplements and medications to treat Vitamin D deficiency and related conditions.
Used in Cosmetic Industry:
Previtamin D2 is used as an ingredient in cosmetic products for its potential skin health benefits. It may be incorporated into skincare formulations to support skin barrier function and maintain healthy skin.
Used in Food and Beverage Industry:
Previtamin D2 can be used as a food additive or supplement to enhance the nutritional value of food products. It may be added to fortified foods and beverages to provide an additional source of Vitamin D2 for consumers.
Used in Research and Development:
Previtamin D2 is used as a research compound in the study of Vitamin D2 synthesis, metabolism, and biological activity. It serves as a valuable tool for scientists to investigate the role of Vitamin D2 in various physiological processes and develop new therapeutic agents.

InChI:InChI=1/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h8-10,12-13,19-20,22,25-27,29H,7,11,14-18H2,1-6H3/b10-9+,13-12+/t20?,22?,25-,26?,27?,28-/m1/s1

Upstream product

• 70005-45-7 ergosta-5,7,22-trien-3β-ol 
• 57-87-4 Ergosterol 
• 50-14-6 Calciferol 
• 71-43-2 benzene 
• 60-29-7 diethyl ether 
• 115-61-7 tachysterol 
• 474-69-1 lumisterol 
• 64-17-5 ethanol 
• 434-16-2 7-dehydrocholesterol 
• 57-87-4 ergosterol 

Downstream Products

• 57-87-4 Ergosterol 
• 474-69-1 lumisterol 
• 115-61-7 tachysterol 
• 50-14-6 Calciferol 
• 4712-11-2 (3S,5Z,7E)-3-(3,5-dinitro-benzoyloxy)-9,10-seco-ergosta-5,7,10⁽¹⁹⁾,22t-tetraene 
• 105620-21-1 (3S)-3-(3,5-dinitro-benzoyloxy)-9,10-seco-ergosta-5⁽¹⁰⁾,6c,8,22t-tetraene 
• 469-06-7 toxisterol₂ I₃ 
• 4712-11-2 O-(3.5-dinitro-benzoyl)-ergocalciferol 
• 10180-50-4 benzoic acid-(3β.5-dihydroxy-5β-lumistadien-(7.22t)-yl-(6β)-ester) 
• 1449-60-1 5β-lumistadien-(7.22t)-yl-(3β)-acetate 
• 1449-60-1 5β-lumistadien-(7.22t)-yl-(3α)-acetate 

Relevant articles and documents

Effects of protecting groups on the previtamin D/vitamin D equilibrium

The previtamin D-vitamin D equilibrium shifts toward the previtamin side with an increase in the electron-withdrawing ability of the protecting group on the 3-hydroxy group.

Biomimetic Synthesis and Structural Revision of Chaxine B and Its Analogues

Chaxine B and its analogues were synthesized from ergosterol in eight steps on the basis of our proposed biosynthetic pathway, which includes a highly site-selective and regioselective Baeyer-Villiger oxidation as the key step. This synthesis enabled the revision of the structures of chaxine B and its analogues.

Mechanism of error caused by isotope-labeled internal standard: Accurate method for simultaneous measurement of vitamin D and pre-vitamin D by liquid chromatography/tandem mass spectrometry

Rationale Bias of up to 25% has been observed for vitamin D3 and D2 samples exposed to heating during sample preparation, even when isotope-labeled internal standards are used. The goals of this study were to identify the mechanism of the positive bias observed in measuring vitamin D 3 and D2 by liquid chromatography/tandem mass spectrometry (LC/MS/MS) and determine a way to eliminate the error source. METHODS Several internal standards with varying locations of labeling were used for comparison in this study. Additionally, different temperatures (25, 37, 55, and 75 °C) and different treatment times were investigated for sample preparation and a LC/MS/MS method capable of simultaneously measuring vitamin D and pre-vitamin D was developed. RESULTS It was demonstrated that the different conversion behaviors of the analyte and the internal standard were the cause of the positive bias. This bias was eliminated when internal standards with labeling remote from the double-bond area of the molecules were used. Additionally, sample preparation was shortened from overnight saponification at room temperature to 0.5 h at 75 °C. CONCLUSIONS The use of an internal standard with labeling remote from the conjugated area eliminated the error source and gave accurate correction at all of the temperatures investigated. Heating may be used for rapid sample preparation as an alternative to overnight saponification at room temperature. This work not only describes the mechanism of an inaccurate internal standard correction, but also establishes a rapid LC/MS/MS method for simultaneous measurement of vitamin D and pre-vitamin D.

Ultraviolet irradiation apparatus for photochemical reaction and preparation process of vitamin D derivative making use of the same

Disclosed herein are an ultraviolet irradiation apparatus for photochemical reactions which can irradiate the photo-reactive solution with ultraviolet rays having a specific wavelength suitable for the intended photochemical reaction at a high efficiency, and a process by which a provitamin D derivative can be converted into a provitamin D derivative at a high efficiency by means of a photochemical reaction by one-step process of light irradiation, thereby preparing a vitamin D derivative at a high efficiency. The ultraviolet irradiation apparatus irradiates the photo-reactive solution with the ultraviolet rays having the specific wavelength through a quartz rod. Specifically, the apparatus is constructed by an electric discharge lamp, a condensing and reflecting mirror and a plane mirror both having wavelength selective property, an optical filter which transmits the ultraviolet rays having the specific wavelength, and a quartz rod on which the ultraviolet rays having the specific wavelength are struck. The photo-reactive solution is irradiated with the ultraviolet rays from the quartz rod. The quartz rod is immersed in the photo-reactive solution, or a reaction vessel is irradiated with the ultraviolet rays from the quartz rod. In the preparation process of the vitamin D derivative, an ultraviolet irradiation apparatus for photochemical reactions having an ultraviolet radiation-emitting lamp, an optical system having wavelength selective property and a quartz rod on which the ultraviolet rays having the specific wavelength from the optical system are struck is used, and a solution of a provitamin D derivative is irradiated with the ultraviolet rays having the specific wavelength emitted from the quartz rod to cause a photochemical reaction of the provitamin D derivative solution, thereby forming a previtamin D derivative. The previtamin D derivative is further subjected to a thermal isomerization reaction to prepare the vitamin D derivative.