3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine

Base Information

Chemical Name:3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine
CAS No.:291525-23-0
Molecular Formula:C₃₀H₅₀N₂O₆Si₂
Molecular Weight:590.908
Hs Code.:

Synonyms:3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine

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Technology Process of 3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine

There total 6 articles about 3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine 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: 99.5%

: 291525-19-4
3',5'-bis-O-(tert-butyldimethylsilyl)-5-(3-phenyl-2-oxopropyl)-2'-deoxyuridine

: 291525-23-0
3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 12h;
DOI:10.1021/jo000271s

Reference yield:

: 122-78-1
phenylacetaldehyde

: 291525-23-0
3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / BF₃*OEt₂ / 0.75 h / Heating

2.1: n-BuLi / tetrahydrofuran; cyclohexane / 12 h / -40 °C

2.2: 52.5 percent / tetrahydrofuran; cyclohexane / 12 h / -78 °C

3.1: 92 percent / HgCl₂; CaCO₃ / acetonitrile; H₂O / 8 h / Heating

4.1: 99.5 percent / NaBH₄ / ethanol / 12 h / 0 - 20 °C

With sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; calcium carbonate; mercury dichloride; In tetrahydrofuran; ethanol; cyclohexane; water; acetonitrile; 1.1: Cyclization / 2.1: Metallation / 2.2: Substitution / 3.1: Ring cleavage / 4.1: Reduction;
DOI:10.1021/jo000271s

Reference yield:

: 31593-52-9
2-benzyl-1,3-dithiane

: 291525-23-0
3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1-(3-phenyl-2-hydroxypropyl))-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; cyclohexane / 12 h / -40 °C

1.2: 52.5 percent / tetrahydrofuran; cyclohexane / 12 h / -78 °C

2.1: 92 percent / HgCl₂; CaCO₃ / acetonitrile; H₂O / 8 h / Heating

3.1: 99.5 percent / NaBH₄ / ethanol / 12 h / 0 - 20 °C

With sodium tetrahydroborate; n-butyllithium; calcium carbonate; mercury dichloride; In tetrahydrofuran; ethanol; cyclohexane; water; acetonitrile; 1.1: Metallation / 1.2: Substitution / 2.1: Ring cleavage / 3.1: Reduction;
DOI:10.1021/jo000271s