2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

Base Information

Chemical Name:2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione
CAS No.:198572-56-4
Molecular Formula:C₂₄H₂₂IN₃O₇
Molecular Weight:591.359
Hs Code.:

Synonyms:2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

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Chemical Property of 2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

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Technology Process of 2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

There total 4 articles about 2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione 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: 45.0%

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

: 18802-36-3
6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

: 198572-56-4
2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

: 2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

Guidance literature:: 6-iodo-1,2,4-triazine-3,5(2H,4H)-dione; With ammonium bisulphate; 1,1,1,3,3,3-hexamethyl-disilazane; Inert atmosphere; Reflux;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; With copper(l) iodide; chloro-trimethyl-silane; In chloroform; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/cbdv.201100285

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 198572-56-4
2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

: 2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride / 0.42 h / 20 °C

2.1: pyridine / 0 - 20 °C / Inert atmosphere

3.1: hydrogenchloride; acetic acid

4.1: ammonium bisulphate; 1,1,1,3,3,3-hexamethyl-disilazane / Inert atmosphere; Reflux

4.2: 3 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; ammonium bisulphate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane;
DOI:10.1002/cbdv.201100285

Reference yield:

: 51255-17-5,51255-18-6,60134-26-1,89577-26-4,96038-80-1,96039-31-5,144301-84-8,144301-85-9
1-O-methyl-2-deoxy-D-ribofuranoside

: 198572-56-4
2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

: 2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl]-6-iodo-1,2,4-triazine-3,5(2H,4H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride; acetic acid

3.1: ammonium bisulphate; 1,1,1,3,3,3-hexamethyl-disilazane / Inert atmosphere; Reflux

3.2: 3 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; ammonium bisulphate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane;
DOI:10.1002/cbdv.201100285