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

Base Information

Chemical Name:(3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)-[2-(N-(tert-butoxycarbonyl)amino)phenyl] ketone
CAS No.:866757-06-4
Molecular Formula:C₃₃H₃₅NO₈
Molecular Weight:573.643
Hs Code.:

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

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Chemical Property of (3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)-[2-(N-(tert-butoxycarbonyl)amino)phenyl] ketone

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Technology Process of (3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)-[2-(N-(tert-butoxycarbonyl)amino)phenyl] ketone

There total 3 articles about (3',5'-di-O-(p-toluoyl)-2'-deoxy-β-D-erythro-pentofuranosyl)-[2-(N-(tert-butoxycarbonyl)amino)phenyl] 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: 70.0%

: C₂₂H₂₁ClO₆

: 114552-32-8
N-tert-butoxycarbonyl-2-trimethylstannylaniline

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

Guidance literature:: With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 85 ℃; for 4h;
DOI:10.1021/jo0511445

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 203864-63-5
(2R,4S,5R)-4-(4-Methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-carboxylic acid

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: 70 percent / Pd₃(dba)3 / toluene / 4 h / 85 °C

With thionyl chloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; N,N-dimethyl-formamide; In diethyl ether; toluene; 2: Stille coupling;
DOI:10.1021/jo0511445