1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

Base Information

Chemical Name:1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea
CAS No.:219653-03-9
Molecular Formula:C₅₉H₅₆N₆O₈S
Molecular Weight:1009.2
Hs Code.:

1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

Synonyms:1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

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Chemical Property of 1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

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Technology Process of 1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

There total 5 articles about 1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea 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: 96.2%

: 219653-00-6
5'-amino-3'-O-trityl-5'-deoxythymidine

: 219653-01-7
3'-isothiocyanato-5'-O-trityl-3'-deoxythymidine

: 219653-03-9
1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

Guidance literature:: With dmap; In acetonitrile; Ambient temperature;
DOI:10.1021/ja9829416

Reference yield:

: 76-83-5
trityl chloride

: 219653-03-9
1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

Guidance literature:: Multi-step reaction with 3 steps

1: 91.9 percent / pyridine, (dimethylamino)pyridine / 48 h / 100 °C

2: 77.4 percent / H₂ / 10percentPd/C / ethanol / 1 h / 2327.2 Torr

3: 96.2 percent / (dimethylamino)pyridine / acetonitrile / Ambient temperature

With pyridine; dmap; hydrogen; 10% palladium on active carbon; In ethanol; acetonitrile;
DOI:10.1021/ja9829416

Reference yield:

: 219652-98-9
5'-azido-3'-O-trityl-5'-deoxythymidine

: 219653-03-9
1-[(2S,3S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-yl]-3-[(2R,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-trityloxy-tetrahydro-furan-2-ylmethyl]-thiourea

Guidance literature:: Multi-step reaction with 2 steps

1: 77.4 percent / H₂ / 10percentPd/C / ethanol / 1 h / 2327.2 Torr

2: 96.2 percent / (dimethylamino)pyridine / acetonitrile / Ambient temperature

With dmap; hydrogen; 10% palladium on active carbon; In ethanol; acetonitrile;
DOI:10.1021/ja9829416