Previtamin D2

Base Information

• Chemical Name: Previtamin D2
• CAS No.: 21307-05-1
• Molecular Formula: C28H44 O
• Molecular Weight: 396.657
• UNII: J3JFD8W6Y5
• Wikidata: Q76399730
• Metabolomics Workbench ID: 35507
• Mol file: 21307-05-1.mol

Synonyms:Previtamin D2;Preergocalciferol;Provitamin-D2;J3JFD8W6Y5;previtamin D2 / preergocalciferol;(6Z,24E)-(3S)-9,10-seco-5(10),6,8,22-ergostatetraen-3-ol;(1S)-3-((1Z)-2-((1R,3aR,7aR)-2,3,3a,6,7,7a-Hexahydro-7a-methyl-1-((1R,2E,4R)-1,4,5-trimethyl-2-hexenyl)-1H-inden-4-yl)ethenyl)-4-methyl-3-cyclohexen-1-ol;3-Cyclohexen-1-ol, 3-((1Z)-2-((1R,3aR,7aR)-2,3,3a,6,7,7a-hexahydro-7a-methyl-1-((1R,2E,4R)-1,4,5-trimethyl-2-hexenyl)-1H-inden-4-yl)ethenyl)-4-methyl-, (1S)-;21307-05-1;Praergocalciferol;UNII-J3JFD8W6Y5;(S)-3-((Z)-2-((1R,3aR,7aR)-1-((2R,5R,E)-5,6-Dimethylhept-3-en-2-yl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl)vinyl)-4-methylcyclohex-3-en-1-ol;LMST03010015;CS-T-60761;CS-0111430;9,10-Secoergosta-5(10),6,8,22-tetraen-3-ol, (3beta,6Z,22E)-;9,10-SECOERGOSTA-5(10),6,8,22-TETRAEN-3-OL, (3.BETA.,6Z,22E)-

Chemical Property of Previtamin D2

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 503.754°C at 760 mmHg
• PKA: 14.84±0.60(Predicted)
• Flash Point: 218.083°C
• PSA: 20.23000
• Density: 1.021g/cm³
• LogP: 7.64100
• Storage Temp.: Amber Vial, -20?C Freezer, Under Inert Atmosphere
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 396.339216023
• Heavy Atom Count: 29
• Complexity: 691

Purity/Quality:

97% ^*data from raw suppliers

PrevitaminD2(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(CC(CC1)O)C=CC2=CCCC3(C2CCC3C(C)C=CC(C)C(C)C)C
• Isomeric SMILES: CC1=C(C[C@H](CC1)O)/C=C\C2=CCC[C@]3([C@H]2CC[C@@H]3[C@H](C)/C=C/[C@H](C)C(C)C)C
• Uses: The main decomposition product of Vitamin D2. Ergosterol photoisomerization product

Technology Process of Previtamin D2

There total 22 articles about Previtamin D2 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: 56.0%

Ergosterol (57-87-4) → previtamin D2 (21307-05-1) + tachysterol (115-61-7)

Guidance literature:

In tert-butyl methyl ether; at 20 ℃; for 3h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.6b03724

Reference yield: 18.0%

ergosta-5,7,22-trien-3β-ol (70005-45-7) → previtamin D2 (21307-05-1) + tachysterol (115-61-7) + toxisterol2 D (61458-77-3,61490-42-4)

Guidance literature:

In n-heptane; Irradiation;

Reference yield: 9.8%

Ergosterol (57-87-4) → previtamin D2 (21307-05-1) + lumisterol (474-69-1) + tachysterol (115-61-7)

Guidance literature:

Product distribution; Irradiation;

DOI:10.1007/BF00780412

upstream raw materials:

diethyl ether

Ergosterol

lumisterol

tachysterol

Downstream raw materials:

Ergosterol

lumisterol

tachysterol

Calciferol

Refernces

• 1、 Velluz,Amiard. "-". . p. 853. Retrieved 1949.
• 2、 Huang, Min,Cadwallader, Amy B.,Heltsley, Rebecca. "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". . p. 2101 - 2110. Retrieved 2014/11/08.
• 3、 Okabe, Masami,Chambournier, Gilles,Hart, David J.. "Vitamin D2 From ergosterol [ 9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol,(3β)- from Ergosta-5,7,22-trien-3-ol, (3β)- ]". . p. 275 - 275. Retrieved 2017/09/19.