(23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl)

Base Information

• Chemical Name: (23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl)
• CAS No.: 1226764-25-5
• Molecular Formula: C₃₈H₅₅NO₅
• Molecular Weight: 605.858
• Mol file: 1226764-25-5.mol

Synonyms:(23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl)

Chemical Property of (23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl)

There total 7 articles about (23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) 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:

C59H105NO5Si4 (1226764-23-3) → (23R,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-28-8) + (23R,25R)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-26-6) + (23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-25-5) + (23S,25R)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-27-7)

Guidance literature:

C₅₉H₁₀₅NO₅Si₄; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 1h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

C28H40BrNO3 → (23R,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-28-8) + (23R,25R)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-26-6) + (23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-25-5) + (23S,25R)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-27-7)

Guidance literature:

Multi-step reaction with 4 steps

1: water; molybdenum hexacarbonyl / acetonitrile / 19 h / 80 °C

2: dichloromethane / 18 h / 20 °C / Inert atmosphere

3: triethylamine / triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / toluene / 2 h / 120 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; water; triethylamine; molybdenum hexacarbonyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;

Reference yield:

N-phenylethylhydroxylamine (3217-93-4) → (23R,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-28-8) + (23R,25R)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-26-6) + (23S,25S)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-25-5) + (23S,25R)-2α-(3-hydroxypropyl)-1α,25-dihydroxyvitamin D3-26,23-lactam-N-(2-phenethyl) (1226764-27-7)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: toluene / 4 h / 90 °C / Inert atmosphere

3: water; molybdenum hexacarbonyl / acetonitrile / 19 h / 80 °C

4: dichloromethane / 18 h / 20 °C / Inert atmosphere

5: triethylamine / triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / toluene / 2 h / 120 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; water; triethylamine; molybdenum hexacarbonyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;

upstream raw materials:

nitrostyrene

N-phenylethylhydroxylamine

C₅₉H₁₀₅NO₅Si₄

Refernces