19-nor-Alfacalcidol

Base Information

• Chemical Name: 19-nor-Alfacalcidol
• CAS No.: 131918-60-0
• Molecular Formula: C₂₆H₄₄O₂
• Molecular Weight: 388.634
• Mol file: 131918-60-0.mol

Synonyms:19-nor-Alfacalcidol;19-Nor-9,10-secocholesta-5,7-diene-1,3-diol, (1a,3b,7E)-;1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R)-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3R)-;(1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]cyclohexane-1,3-diol

Chemical Property of 19-nor-Alfacalcidol

Chemical Property:

• Boiling Point: 518.1±50.0 °C(Predicted)
• PKA: 14.34±0.40(Predicted)
• Density: 1.068±0.06 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 19-nor-Alfacalcidol

There total 17 articles about 19-nor-Alfacalcidol 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:

C38H64O4SSi → 19-nor-1α(OH)2D3 (131918-60-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; at 65 ℃; for 8h; Inert atmosphere;

DOI:10.1039/c2cc33054g

Reference yield:

C18H26O4SSi → 19-nor-1α(OH)2D3 (131918-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium borohydride / tetrahydrofuran / 8 h / -78 - 25 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

2.2: 3 h / -78 - 20 °C / Inert atmosphere

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride / tetrahydrofuran; hexane / 8 h / 65 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium borohydride; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane;

DOI:10.1039/c2cc33054g

Reference yield:

C18H30O4SSi + C20H35Cl → 19-nor-1α(OH)2D3 (131918-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 3 h / -78 - 20 °C / Inert atmosphere

2.1: N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride / tetrahydrofuran; hexane / 8 h / 65 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane;

DOI:10.1039/c2cc33054g

upstream raw materials:

tert-Butyl-((1S,3S,5S)-1-ethynyl-bicyclo[3.1.0]hex-3-yloxy)-diphenyl-silane

(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbaldehyde

(1R,3aS,7aR)-4-{(E)-2-[(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hex-1-yl]-vinyl}-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-ol