Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester
CAS No.:177779-40-7
Molecular Formula:C₂₇H₃₀N₂O₈S
Molecular Weight:542.61
Hs Code.:

Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

There total 6 articles about Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 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: 50.0%

: 89647-10-9
5-thien-2-yl-1-(β-D-2-deoxyribofuranos-1-yl)uracil

: 78582-38-4
pimelic acid chloride monobenzyl ester

: 177779-40-7
Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: In pyridine; dichloromethane; for 2.5h;
DOI:10.1080/07328319608002034

Reference yield:

: 15513-04-9
pimelic acid monobenzyl ester

: 177779-40-7
Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride / 120 h / 0 deg C to rt

2: 50 percent / pyridine; CH₂Cl₂ / 2.5 h

With oxalyl dichloride; In pyridine; dichloromethane;
DOI:10.1080/07328319608002034

Reference yield:

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

: 177779-40-7
Heptanedioic acid benzyl ester (2R,3S,5R)-5-(2,4-dioxo-5-thiophen-2-yl-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / CuI / CHCl₃

2: 95 percent / NaOMe / methanol / 24 h / Ambient temperature

3: 50 percent / pyridine; CH₂Cl₂ / 2.5 h

With copper(l) iodide; sodium methylate; In pyridine; methanol; dichloromethane; chloroform;
DOI:10.1080/07328319608002034