25R,26-dihydroxy-23-oxovitamin D₃

Base Information

• Chemical Name: 25R,26-dihydroxy-23-oxovitamin D₃
• CAS No.: 93489-95-3
• Molecular Formula: C₂₇H₄₂O₄
• Molecular Weight: 430.628
• Mol file: 93489-95-3.mol

Synonyms:

Chemical Property of 25R,26-dihydroxy-23-oxovitamin D₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 25R,26-dihydroxy-23-oxovitamin D₃

There total 6 articles about 25R,26-dihydroxy-23-oxovitamin 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:

(R)-(-)-citramalic acid (6236-10-8,2306-22-1) → 25R,26-dihydroxy-23-oxovitamin D3 (93489-95-3)

Guidance literature:

Multi-step reaction with 6 steps

2: 95 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -20 °C

4: 54 percent / O₂, LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -20 °C

5: 60 percent / KF, 18-crown-6 / dimethylformamide / Ambient temperature

6: 1.) irradiation, 2.) thermal isomerization

With potassium fluoride; 18-crown-6 ether; oxygen; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)91020-2

Reference yield:

(2R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(3S,9S,10R,13R,14R)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-2-methyl-heptan-4-one (93489-93-1) → 25R,26-dihydroxy-23-oxovitamin D3 (93489-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / KF, 18-crown-6 / dimethylformamide / Ambient temperature

2: 1.) irradiation, 2.) thermal isomerization

With potassium fluoride; 18-crown-6 ether; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)91020-2

Reference yield:

C45H76O5SSi2 (93489-92-0,100019-14-5,100019-17-8) → 25R,26-dihydroxy-23-oxovitamin D3 (93489-95-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / O₂, LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -20 °C

2: 60 percent / KF, 18-crown-6 / dimethylformamide / Ambient temperature

3: 1.) irradiation, 2.) thermal isomerization

With potassium fluoride; 18-crown-6 ether; oxygen; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)91020-2

upstream raw materials:

(2R,6R)-1,2-Dihydroxy-6-((3S,9S,10R,13R,14R)-3-hydroxy-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-heptan-4-one

(R)-(-)-citramalic acid

(2R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-[(3S,9S,10R,13R,14R)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxy-2-methyl-heptan-4-one

2-{(3S,9S,10R,13R,14R)-17-[(R)-3-Benzenesulfonyl-1-methyl-4-((R)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-butyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy}-tetrahydro-pyran

Downstream raw materials:

1α-25(R),26-trihydroxy-23-oxovitamin D₃