(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

Base Information

Chemical Name:(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone
CAS No.:866757-08-6
Molecular Formula:C₂₈H₂₇NO₆
Molecular Weight:473.525
Hs Code.:

Synonyms:(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

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Chemical Property of (3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

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Technology Process of (3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

There total 4 articles about (3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone 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: 90.0%

: 866757-06-4
(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)-[2-(N-(tert-butoxycarbonyl)amino)phenyl] ketone

: 866757-08-6
(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo0511445

Reference yield:

: C₂₂H₂₁ClO₆

: 866757-08-6
(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / Pd₃(dba)3 / toluene / 4 h / 85 °C

2: 90 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 20 °C

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; trifluoroacetic acid; In dichloromethane; toluene; 1: Stille coupling;
DOI:10.1021/jo0511445

Reference yield:

: 50908-41-3
2,5-anhydro-3-deoxy-4,6-di-O-toluoyl-D-ribohexononitrile

: 866757-08-6
(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

Guidance literature:: Multi-step reaction with 4 steps

1: HCl; acetic acid / 0.25 h / Heating

2: SOCl₂; DMF / diethyl ether / 1 h / Heating

3: 70 percent / Pd₃(dba)3 / toluene / 4 h / 85 °C

4: 90 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 20 °C

With hydrogenchloride; thionyl chloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid; In diethyl ether; dichloromethane; toluene; 3: Stille coupling;
DOI:10.1021/jo0511445