1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine

Base Information

• Chemical Name: 1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine
• CAS No.: 916853-14-0
• Molecular Formula: C₃₉H₅₀N₂O₈Si
• Molecular Weight: 702.92

Synonyms:1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine

Chemical Property of 1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of 1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine

There total 3 articles about 1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine 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:

phenoxy-acetic acid 2-{3-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl}-ethyl ester (749254-11-3) → 1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine (916853-14-0)

Guidance literature:

With propylamine; In dichloromethane; for 24h;

DOI:10.1021/ja0498540

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine (80971-33-1) → 1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine (916853-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.5 percent / DBU / acetonitrile / 24 h

2: propylamine / CH₂Cl₂ / 24 h

With propylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1021/ja0498540

Reference yield:

C39H48N2O8Si → 1-[3-O-(tert-butyldimethylsilyl)-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine (916853-14-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.25h;

DOI:10.1021/jo702459b

upstream raw materials:

phenoxy-acetic acid 2-{3-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl}-ethyl ester

5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyldimethylsilyl)-2'-deoxythymidine

Downstream raw materials:

1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-3-(2-iodo-ethyl)-5-methyl-1H-pyrimidine-2,4-dione

C₇₈H₈₆N₄O₁₆Si

1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-3-(2-hydroxyethyl)thymine

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