1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride

Base Information

Chemical Name:1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride
CAS No.:131132-13-3
Molecular Formula:C₂₁H₂₁ClO₅
Molecular Weight:391.824
Hs Code.:

Synonyms:1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride

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Chemical Property of 1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride

Chemical Property:

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Technology Process of 1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride

There total 6 articles about 1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride 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:

: 874-60-2
4-methyl-benzoyl chloride

: 131132-13-3
1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / 4-dimethylaminopyridine / pyridine / 2 h / 40 °C

2: 83 percent / HCl, HOAc

With hydrogenchloride; dmap; acetic acid; In pyridine;
DOI:10.1021/jo00004a040

Reference yield:

: 131132-17-7
2,2'-dideuterio-2-deoxyribonolactone

: 131132-13-3
1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / pyridine / tetrahydrofuran / 8 h

2: 82 percent / diisobutylaluminium deuteride (Dibal-D) / hexane; diethyl ether; CH₂Cl₂ / 2 h / -78 °C

3: 1.) HCl, Ag₂CO₃, 2.) tetra-n-butylammonium fluoride / 1.) 15 min, room temp., 2.) 30 min, room temp., THF

4: 95 percent / 4-dimethylaminopyridine / pyridine / 2 h / 40 °C

5: 83 percent / HCl, HOAc

With pyridine; hydrogenchloride; dmap; tetrabutyl ammonium fluoride; diisobutylaluminium deuteride; acetic acid; silver carbonate; In tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00004a040

Reference yield:

: 131132-08-6
2,2'-dideuterio-3,5-bis-O-(tert-butyldimethylsilyl)-2-deoxyribonolactone

: 131132-13-3
1,2,2'-trideuterio-3,5-di-O-p-toluoyl-β-2-deoxyribosyl chloride

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / diisobutylaluminium deuteride (Dibal-D) / hexane; diethyl ether; CH₂Cl₂ / 2 h / -78 °C

2: 1.) HCl, Ag₂CO₃, 2.) tetra-n-butylammonium fluoride / 1.) 15 min, room temp., 2.) 30 min, room temp., THF

3: 95 percent / 4-dimethylaminopyridine / pyridine / 2 h / 40 °C

4: 83 percent / HCl, HOAc

With hydrogenchloride; dmap; tetrabutyl ammonium fluoride; diisobutylaluminium deuteride; acetic acid; silver carbonate; In pyridine; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00004a040