3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin

Base Information

Chemical Name:3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin
CAS No.:163759-45-3
Molecular Formula:C₃₂H₃₀Cl₄N₂O₇
Molecular Weight:696.411
Hs Code.:

Synonyms:3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin

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Chemical Property of 3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin

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Technology Process of 3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin

There total 8 articles about 3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin 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%

: 163759-44-2
1-<2'-O-Acetyl-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>-3-<(benzyloxy)methyl>thymin

: 163759-45-3
3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin

Guidance literature:: With sodium methylate; In methanol; for 3h; Ambient temperature;
DOI:10.1002/hlca.19950780219

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 163759-45-3
3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 10 h

2: 98 percent / 30percent NaOMe / methanol / 3 h / Ambient temperature

With sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; acetonitrile;
DOI:10.1002/hlca.19950780219

Reference yield:

: 50-69-1
D-ribose

: 163759-45-3
3-<(Benzyloxy)methyl>-1-<3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl>thymin

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) cc. H₂SO₄, 2.) NaH / 1.) 4 deg C, 16 h, 2.) DMF, 40 deg C

2: 125.9 g / SnCl₄ / CH₂Cl₂ / 35 h / 3 °C

3: pyridine, 4-(dimethylamino)-pyridine / 17 h

4: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) TfOSiMe₃ / 1.) ClCH₂CH₂Cl, reflux, 10 min, 2.) ClCH₂CH₂Cl, 70 deg C, 20 h

5: 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 10 h

6: 98 percent / 30percent NaOMe / methanol / 3 h / Ambient temperature

With pyridine; dmap; N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium methylate; tin(IV) chloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/hlca.19950780219