3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-⁽¹⁾-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol

Base Information

• Chemical Name: 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-⁽¹⁾-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol
• CAS No.: 912845-81-9
• Molecular Formula: C₄₉H₅₃O₁₁P
• Molecular Weight: 848.927

Synonyms:3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-⁽¹⁾-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol

Chemical Property of 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-⁽¹⁾-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol

Chemical Property:

Purity/Quality:

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Technology Process of 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-⁽¹⁾-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol

There total 6 articles about 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-⁽¹⁾-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol 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: 98.0%

Phosphoric acid benzyl ester (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl ester (S)-2-(4-methoxy-benzyloxy)-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-propyl ester (912845-80-8) → 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-(1)-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol (912845-81-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2006.05.055

Reference yield:

2-O-(4-methoxybenzyl)-1-O-(tert-butyldiphenylsilyl)-sn-glycerol (544686-85-3) → 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-(1)-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol (912845-81-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / pyridine / CH₂Cl₂ / 20 °C

2: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3: tetrazole / CH₂Cl₂ / 1.5 h / 20 °C

4: 7.89 g / tert-butylhydroperoxide / CH₂Cl₂; decane / 20 °C

5: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With pyridine; 1H-tetrazole; tert.-butylhydroperoxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; decane; dichloromethane;

DOI:10.1016/j.bmc.2006.05.055

Reference yield:

2-O-(4-methoxybenzyl)-3-O-monomethoxytrityl-sn-glycerol (912845-79-5) → 3-O-[2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycero-(1)-(benzyl)phospho]-2-O-(4-methoxybenzyl)-sn-glycerol (912845-81-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrazole / CH₂Cl₂ / 1.5 h / 20 °C

2: 7.89 g / tert-butylhydroperoxide / CH₂Cl₂; decane / 20 °C

3: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With 1H-tetrazole; tert.-butylhydroperoxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; decane; dichloromethane;

DOI:10.1016/j.bmc.2006.05.055

upstream raw materials:

Phosphoric acid benzyl ester (R)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl ester (S)-2-(4-methoxy-benzyloxy)-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-propyl ester

2-O-(4-methoxybenzyl)-1-O-(tert-butyldiphenylsilyl)-sn-glycerol

2-O-(4-methoxybenzyl)-3-O-monomethoxytrityl-sn-glycerol

1-O-(tert-butyldiphenylsilyl)-2-O-(4-methoxybenzyl)-3-O-(4-monomethoxytrityl)-sn-glycerol

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