2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide

Base Information

Chemical Name:2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide
CAS No.:367518-76-1
Molecular Formula:C₃₂H₄₁N₃O₅Si
Molecular Weight:575.78
Hs Code.:

Synonyms:2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide

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Chemical Property of 2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide

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Technology Process of 2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide

There total 5 articles about 2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide 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: 70.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 418760-15-3
2-deoxy-α,β-D-erythropentofuranosyl azide

: 367518-76-1
2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide

Guidance literature:: tert-butyldimethylsilyl chloride; 2-deoxy-α,β-D-erythropentofuranosyl azide; With pyridine;

4,4'-dimethoxytrityl chloride; With pyridine;

Reference yield: 68.0%

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

: 367518-85-2
(2R,3S)-5-Azido-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-ol

: 367518-76-1
2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide

Guidance literature:: With pyridine; at 25 ℃;
DOI:10.1021/ja0160952

Reference yield:

: 4594-52-9,96291-74-6,96291-75-7
1,3,5-tri-O-acetyl-2-deoxyribose

: 367518-76-1
2-deoxy-3-O-dimethoxytrityl-5-O-tert-butyl(dimethyl)silyl-α,β-D-erythropentofuranosyl azide

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / TMSN₃; TMSOTf / CH₂Cl₂

2: NaOMe; MeOH / 0.25 h

3: 71.5 percent / pyridine / 12 h / 25 °C

4: 68 percent / pyridine / 25 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; sodium methylate; In pyridine; dichloromethane;
DOI:10.1021/ja012135q