1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin

Base Information

Chemical Name:1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin
CAS No.:355390-03-3
Molecular Formula:C₄₀H₅₀N₂O₁₀Si
Molecular Weight:746.93
Hs Code.:

Synonyms:1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin

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Chemical Property of 1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin

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Technology Process of 1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin

There total 4 articles about 1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin 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: 64.0%

: 123-76-2
levulinic acid

: 355390-00-0
1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-hydroxyhydantoin

: 355390-03-3
1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1002/1099-0690(200106)2001:11<2091::AID-EJOC2091>3.0.CO;2-2

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 355390-03-3
1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin

Guidance literature:: Multi-step reaction with 2 steps

1: 2.7 g / DMAP / pyridine / 20 h / 20 °C

2: 64 percent / DCC; DMAP / tetrahydrofuran / 20 h / 20 °C

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine;
DOI:10.1002/1099-0690(200106)2001:11<2091::AID-EJOC2091>3.0.CO;2-2

Reference yield:

: 51549-28-1
3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

: 355390-03-3
1-[2-deoxy-3-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-levulinylhydantoin

Guidance literature:: Multi-step reaction with 3 steps

1: 4.1 g / O₃ / acetonitrile; H₂O / 4 h / 20 °C

2: 2.7 g / DMAP / pyridine / 20 h / 20 °C

3: 64 percent / DCC; DMAP / tetrahydrofuran / 20 h / 20 °C

With dmap; ozone; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; water; acetonitrile;
DOI:10.1002/1099-0690(200106)2001:11<2091::AID-EJOC2091>3.0.CO;2-2