1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

Base Information

Chemical Name:1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine
CAS No.:129707-48-8
Molecular Formula:C₂₇H₃₄N₂O₆Si
Molecular Weight:510.662
Hs Code.:

Synonyms:1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

Suppliers and Price of 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

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Chemical Property of 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

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Technology Process of 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

There total 5 articles about 1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>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: 78.0%

: 129678-53-1
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-formyl-β-D-arabino-pentofuranosyl>thymine

: 129707-48-8
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

Guidance literature:: With sodium tetrahydroborate; In ethanol; water; for 0.5h; Ambient temperature;
DOI:10.1021/jm00171a025

Reference yield:

: 115913-84-3
1-(2,3-epoxy-5-O-trityl-β-D-lyxo-pentofuranosyl)thymine

: 129707-48-8
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) hexamethylphosphoramide (HMPA), n-butyllithium / 1.) THF, hexane, -78 deg C, 1 h, 2.) 90 min

2: 69 percent / dichloroacetic acid / CH₂Cl₂ / 0.17 h

3: 67 percent / triethylamine, 4-dimethylaminopyridine (DMAP) / dimethylformamide / Ambient temperature

4: 90 percent / red mercuric oxide, mercuric chloride / tetrahydrofuran; H₂O / 0.08 h / 0 °C

5: 78 percent / sodium borohydride / ethanol; H₂O / 0.5 h / Ambient temperature

With dichloro-acetic acid; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; n-butyllithium; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a025

Reference yield:

: 130468-30-3
1-<3-deoxy-3-C-(4,5-dihydro-5-methyl-1,3,5-dithiazin-2-yl)-β-D-arabino-pentofuranosyl>thymine

: 129707-48-8
1-<5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-(hydroxymethyl)-β-D-arabino-pentofuranosyl>thymine

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / triethylamine, 4-dimethylaminopyridine (DMAP) / dimethylformamide / Ambient temperature

2: 90 percent / red mercuric oxide, mercuric chloride / tetrahydrofuran; H₂O / 0.08 h / 0 °C

3: 78 percent / sodium borohydride / ethanol; H₂O / 0.5 h / Ambient temperature

With dmap; sodium tetrahydroborate; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a025