hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N₆-(4-monomethoxytrityl)adenine sodium salt

Base Information

• Chemical Name: hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N₆-(4-monomethoxytrityl)adenine sodium salt
• CAS No.: 1323393-85-6
• Molecular Formula: C₅₁H₇₃N₅O₇P*Na
• Molecular Weight: 922.133

Synonyms:hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N₆-(4-monomethoxytrityl)adenine sodium salt

Chemical Property of hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N₆-(4-monomethoxytrityl)adenine sodium salt

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Technology Process of hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N₆-(4-monomethoxytrityl)adenine sodium salt

There total 5 articles about hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N₆-(4-monomethoxytrityl)adenine sodium salt 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: 25.0%

{[3-(hexadecyloxy)propoxy](hydroxy)phosphoryl}methyl tosylate (864068-45-1) + (RS)-9-[(3-isopropoxy-2-hydroxy)propyl]-N6-(p-monomethoxytrityl)adenine (1323393-76-5) → hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N6-(4-monomethoxytrityl)adenine sodium salt (1323393-85-6)

Guidance literature:

With sodium t-butanolate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/j.bmc.2011.06.009

Reference yield: 25.0%

→ hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N6-(4-monomethoxytrityl)adenine sodium salt (1323393-85-6)

Guidance literature:

Reference yield:

glycidyl isopropyl ether (4016-14-2) → hexadecyloxypropyl (R,S)-9-[3-isopropoxy-2-(phosphonomethoxy)propyl]-N6-(4-monomethoxytrityl)adenine sodium salt (1323393-85-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 6 h / 100 °C

2.1: pyridine; trimethylsilyl bromide / 0.25 h

2.3: 0.5 h / Cooling with ice

3.1: sodium t-butanolate / N,N-dimethyl-formamide / 80 °C

With pyridine; trimethylsilyl bromide; sodium hydride; sodium t-butanolate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.06.009

upstream raw materials:

glycidyl isopropyl ether

{[3-(hexadecyloxy)propoxy](hydroxy)phosphoryl}methyl tosylate

(RS)-9-[(3-isopropoxy-2-hydroxy)propyl]-N₆-(p-monomethoxytrityl)adenine

(RS)-9-[(3-isopropoxy-2-hydroxy)propyl]adenine

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