7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether

Base Information

• Chemical Name: 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether
• CAS No.: 408512-85-6
• Molecular Formula: C₅₄H₈₀NO₆PSi
• Molecular Weight: 898.292
• Mol file: 408512-85-6.mol

Synonyms:7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether

Chemical Property of 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether

There total 11 articles about 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether 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: 73.0%

2-(tert-butyldimethylsilanoxy)ethyl-diphenylphosphinamide (173042-73-4) + 3,17β-bis(2-tetrahydropyranyloxy)-7α-(6-bromohexan-1-yl)-estra-1,3,5(10)triene (408512-84-5) → 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether (408512-85-6)

Guidance literature:

With tetrabutylammomium bromide; sodium hydride; In benzene; at 80 ℃; for 3h;

DOI:10.1021/ja017344p

Reference yield:

6-((7R,13S,14S,17S)-13-methyl-3,17-bis((tetrahydro-2H-pyran-2-yl)oxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)hexan-1-ol (408512-83-4) → 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether (408512-85-6)

Guidance literature:

Multi-step reaction with 3 steps

1: diisopropylethyl amine / tetrahydrofuran

2: LiBr; TEA / dimethylformamide / 60 °C

3: NaH; tetrabutylammonium bromide / benzene / 60 °C

With TEA; tetrabutylammomium bromide; sodium hydride; N-ethyl-N,N-diisopropylamine; lithium bromide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmcl.2004.04.064

Reference yield:

Methanesulfonic acid 6-[(7R,8R,9S,13S,14S,17S)-13-methyl-3,17-bis-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl]-hexyl ester → 7α-[6-(N-(2-(tert-butyldimethylsilanyloxy)-ethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether (408512-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: LiBr; TEA / dimethylformamide / 60 °C

2: NaH; tetrabutylammonium bromide / benzene / 60 °C

With TEA; tetrabutylammomium bromide; sodium hydride; lithium bromide; In N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.bmcl.2004.04.064

upstream raw materials:

2-(tert-butyldimethylsilanoxy)ethyl-diphenylphosphinamide

3,17β-bis(2-tetrahydropyranyloxy)-7α-(6-bromohexan-1-yl)-estra-1,3,5(10)triene

6-((7R,13S,14S,17S)-13-methyl-3,17-bis((tetrahydro-2H-pyran-2-yl)oxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-7-yl)hexan-1-ol

estradiol

Downstream raw materials:

7α-[6-(N-(2-hydroxyethyl)-diphenylphosphinamido)-hexan-1-yl]-estra-1,3,5(10)triene-3,17β-bis-2-tetrahydropyranyl ether

C₆₀H₈₆N₃O₉PS