1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose

Base Information

Chemical Name:1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose
CAS No.:872051-23-5
Molecular Formula:C₃₁H₂₈O₅S
Molecular Weight:512.626
Hs Code.:

Synonyms:1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose

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Chemical Property of 1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose

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Technology Process of 1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose

There total 3 articles about 1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose 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:

: 106-37-6
1.4-dibromobenzene

: 872051-23-5
1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: magnesium; ethylene bromide / tetrahydrofuran / 1 h / 65 °C

1.2: 12 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 79 percent / Pd(PPh₃)4 / dimethylformamide / 12 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; magnesium; ethylene dibromide; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: Stille cross-coupling reaction;
DOI:10.1002/ejoc.200500607

Reference yield:

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 872051-23-5
1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: magnesium; ethylene bromide / tetrahydrofuran / 1 h / 65 °C

1.2: 12 percent / tetrahydrofuran / 12 h / 20 °C

2.1: 79 percent / Pd(PPh₃)4 / dimethylformamide / 12 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; magnesium; ethylene dibromide; In tetrahydrofuran; N,N-dimethyl-formamide; 2.1: Stille cross-coupling reaction;
DOI:10.1002/ejoc.200500607

Reference yield:

: 872051-18-8
(2R,3S,5S)-5-(4-bromophenyl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

: 872051-23-5
1,2-dideoxy-1-β-[4-(2-thienyl)phenyl]-3,5-di-O-(4-toluoyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / benzenesulfonic acid; trifluoroacetic acid / CH₂Cl₂ / 24 h / 40 °C

2: 79 percent / Pd(PPh₃)4 / dimethylformamide / 12 h / 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoroacetic acid; benzenesulfonic acid; In dichloromethane; N,N-dimethyl-formamide; 2: Stille cross-coupling reaction;
DOI:10.1002/ejoc.200500607