10-Keto-25-hydroxyvitamin D3

Base Information

• Chemical Name: 10-Keto-25-hydroxyvitamin D3
• CAS No.: 86852-07-5
• Molecular Formula: C26H42 O3
• Molecular Weight: 402.60988
• Mol file: 86852-07-5.mol

Synonyms:10-keto-25-hydroxyvitamin D3;10-KHVD;25-hydroxy-10-oxocholecalciferol;25-hydroxycholecalciferol-10-one

Chemical Property of 10-Keto-25-hydroxyvitamin D3

Chemical Property:

• Vapor Pressure: 1.19E-14mmHg at 25°C
• Boiling Point: 555.4°C at 760 mmHg
• Flash Point: 303.8°C
• PSA: 57.53000
• Density: 1.116g/cm³
• LogP: 5.74680
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 402.31339520
• Heavy Atom Count: 29
• Complexity: 659

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=O)O)C
• Isomeric SMILES: C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C\3/C[C@@H](CCC3=O)O)C

Technology Process of 10-Keto-25-hydroxyvitamin D3

There total 5 articles about 10-Keto-25-hydroxyvitamin D3 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: 72.0%

(5Z)-10,19,25-trihydroxy-10,19-dihydrocholecalciferol 3-acetate (86823-86-1) → (5Z)-10-oxo-25-hydroxy-19-norcholecalciferol (86852-07-5)

Guidance literature:

With sodium periodate; In methanol; water; at 50 ℃; for 2.5h;

DOI:10.1021/jo00169a046

Reference yield:

calcidiol (19356-17-3) → (5Z)-10-oxo-25-hydroxy-19-norcholecalciferol (86852-07-5)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 48 h / 5 °C

2: NaHCO₃ / methanol / 6 h / 55 °C

3: 70 percent / 10percent OsO₄ / pyridine / 0.17 h

4: 48 percent / glacial acetic acid / 2.57 h / 55 °C

5: 72 percent / NaIO₄ / methanol; H₂O / 2.5 h / 50 °C

With pyridine; sodium periodate; osmium(VIII) oxide; sodium hydrogencarbonate; acetic acid; In pyridine; methanol; water;

DOI:10.1021/jo00169a046

Reference yield:

(6R)-10,19-dihydro-10,19,25-trihyxdroxy-3,5-cyclocholecalciferol 6-methyl ether (86834-44-8) → (5Z)-10-oxo-25-hydroxy-19-norcholecalciferol (86852-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / glacial acetic acid / 2.57 h / 55 °C

2: 72 percent / NaIO₄ / methanol; H₂O / 2.5 h / 50 °C

With sodium periodate; acetic acid; In methanol; water;

DOI:10.1021/jo00169a046

upstream raw materials:

(5Z)-10,19,25-trihydroxy-10,19-dihydrocholecalciferol 3-acetate

calcidiol

(6R)-10,19-dihydro-10,19,25-trihyxdroxy-3,5-cyclocholecalciferol 6-methyl ether

(6R)-25-hydroxy-3,5-cyclocholecalciferol 6-methyl ether