2-Fluorovitamin D3

Base Information

• Chemical Name: 2-Fluorovitamin D3
• CAS No.: 103638-37-5
• Molecular Formula: C₂₇H₄₃FO
• Molecular Weight: 402.636
• Mol file: 103638-37-5.mol

Synonyms:2-fluorovitamin D3

Chemical Property of 2-Fluorovitamin D3

Chemical Property:

• Vapor Pressure: 4.03E-12mmHg at 25°C
• Boiling Point: 500.7°Cat760mmHg
• Flash Point: 310.2°C
• PSA: 20.23000
• Density: 1g/cm³
• LogP: 7.56700
• XLogP3: 8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 402.32979415
• Heavy Atom Count: 29
• Complexity: 645

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCCC2=CC=C3CC(C(CC3=C)F)O)C
• Isomeric SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@@H]([C@H](CC3=C)F)O)C

Technology Process of 2-Fluorovitamin D3

There total 9 articles about 2-Fluorovitamin 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: 18.3%

3β-acetoxy-2α-fluorocholesta-5,7-diene (103638-32-0) → 2α-fluorovitamin D3 (103638-37-5)

Guidance literature:

In ethanol; benzene; at 0 ℃; for 0.0416667h; Irradiation;

DOI:10.1248/cpb.34.1568

Reference yield:

6β-acetoxycholestan-3-one (74770-57-3) → 2α-fluorovitamin D3 (103638-37-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 95 percent / p-toluenesulfonic acid / 3 h / Heating

2: 23 percent / CsO₄F / CH₂Cl₂ / 24 h / Ambient temperature

3: 53 percent / NaBH₄ / methanol; tetrahydrofuran / 1 h / Ambient temperature

4: 5percent KOH/MeOH / tetrahydrofuran / 4 h / 60 °C

5: 92 percent / pyridine / 6 h / -15 °C

6: 98 percent / POCl₃, pyridine / 2 h / Ambient temperature

7: N-bromosuccinimide / CCl₄ / 0.83 h / Heating

8: tetra-n-butylammonium fluoride / tetrahydrofuran / 1.33 h / Ambient temperature

9: 18.3 percent / benzene; ethanol / 0.04 h / 0 °C / Irradiation

With pyridine; methanol; potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; trichlorophosphate; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; benzene;

DOI:10.1248/cpb.34.1568

Reference yield:

(2R,3R,5R,6R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-2-fluoro-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,6-diol (104109-54-8) → 2α-fluorovitamin D3 (103638-37-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / pyridine / 6 h / -15 °C

2: 98 percent / POCl₃, pyridine / 2 h / Ambient temperature

3: N-bromosuccinimide / CCl₄ / 0.83 h / Heating

4: tetra-n-butylammonium fluoride / tetrahydrofuran / 1.33 h / Ambient temperature

5: 18.3 percent / benzene; ethanol / 0.04 h / 0 °C / Irradiation

With pyridine; N-Bromosuccinimide; tetrabutyl ammonium fluoride; trichlorophosphate; In tetrahydrofuran; tetrachloromethane; ethanol; benzene;

DOI:10.1248/cpb.34.1568

upstream raw materials:

3β-acetoxy-2α-fluorocholesta-5,7-diene

6β-acetoxycholestan-3-one

(2R,3R,5R,6R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-2-fluoro-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,6-diol

3β-acetoxy-2α-fluorocholest-5-ene

Refernces