22-dehydro-1,25-dihydroxy-24-homovitamin D3

Base Information

• Chemical Name: 22-dehydro-1,25-dihydroxy-24-homovitamin D3
• CAS No.: 103732-08-7
• Molecular Formula: C₂₈H₄₄O₃
• Molecular Weight: 428.656
• Mol file: 103732-08-7.mol

Synonyms:D22-26-Homo-1,25-dihydroxyvitaminD3

Chemical Property of 22-dehydro-1,25-dihydroxy-24-homovitamin D3

Chemical Property:

• Vapor Pressure: 5.83E-16mmHg at 25°C
• Boiling Point: 581.8°Cat760mmHg
• Flash Point: 244.6°C
• PSA: 60.69000
• Density: 1.06g/cm³
• LogP: 5.87080

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 22-dehydro-1,25-dihydroxy-24-homovitamin D3

There total 10 articles about 22-dehydro-1,25-dihydroxy-24-homovitamin 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:

1α,3β-bis(methoxymethoxy)chola-5,23-dien-22-ol (99741-49-8) → (22E,25ξ)-1α,25-dihydroxy-22-dehydro-26-homovitamin D3 (103732-08-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 97 percent / propionic acid / toluene / 2 h / Heating

2: 1.) lithium diisopropylamine; 2.) triethylphosphite, oxygen / 1.) THF, -78 deg C, 30 min

3: lithium aluminium hydride / tetrahydrofuran / 0.5 h / Ambient temperature

4: pyridine / 0.5 h / Ambient temperature

5: lithium aluminium hydride / tetrahydrofuran / 0.5 h / Heating

6: 98 percent / 6 M HCl / tetrahydrofuran / 2.5 h / 50 °C

7: 85 percent / pyridine / 16 h / Ambient temperature

9: 1.) benzene, ethanol, irradiation, 0 deg C, 2.5 min; 2.) reflux, 1 h

With hydrogenchloride; lithium aluminium tetrahydride; oxygen; propionic acid; lithium diisopropyl amide; triethyl phosphite; In tetrahydrofuran; pyridine; toluene;

DOI:10.1248/cpb.34.4508

Reference yield:

(22E,25ξ)-1α,3β-bis(methoxymethoxy)-26-homocholesta-5,22-dien-25-ol (103732-11-2) → (22E,25ξ)-1α,25-dihydroxy-22-dehydro-26-homovitamin D3 (103732-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / 6 M HCl / tetrahydrofuran / 2.5 h / 50 °C

2: 85 percent / pyridine / 16 h / Ambient temperature

4: 1.) benzene, ethanol, irradiation, 0 deg C, 2.5 min; 2.) reflux, 1 h

With hydrogenchloride; In tetrahydrofuran; pyridine;

DOI:10.1248/cpb.34.4508

Reference yield:

(E)-(R)-6-((1S,3R,8S,9S,10R,13R,14S,17R)-1,3-Bis-methoxymethoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-ethyl-hept-4-ene-1,2-diol (105687-82-9) → (22E,25ξ)-1α,25-dihydroxy-22-dehydro-26-homovitamin D3 (103732-08-7)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / 0.5 h / Ambient temperature

2: lithium aluminium hydride / tetrahydrofuran / 0.5 h / Heating

3: 98 percent / 6 M HCl / tetrahydrofuran / 2.5 h / 50 °C

4: 85 percent / pyridine / 16 h / Ambient temperature

6: 1.) benzene, ethanol, irradiation, 0 deg C, 2.5 min; 2.) reflux, 1 h

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; pyridine;

DOI:10.1248/cpb.34.4508

upstream raw materials:

(24E,25ξ)-26-homocholesta-5,7,22-triene-1α,3β,25-triol

(22E,25ξ)-26-homocholesta-5,22-dien-1α,3β,25-triol

1α,3β-bis(methoxymethoxy)chola-5,23-dien-22-ol

(22E,25ξ)-1α,3β-bis(methoxymethoxy)-26-homocholesta-5,22-dien-25-ol