1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate

Base Information

Chemical Name:1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate
CAS No.:1610460-03-1
Molecular Formula:C₂₂H₃₀N₃O₈P
Molecular Weight:495.469
Hs Code.:

Synonyms:1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate

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Chemical Property of 1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate

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Technology Process of 1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate

There total 13 articles about 1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate 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: 88.0%

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

: 146558-01-2
5(R)-<5-methyl-2,4(1H,3H)-pyrimidinedione>tetrahydro-3(S)-furanmethanol

: 1610460-03-1
1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate

Guidance literature:: With 1-methyl-1H-imidazole; In tetrahydrofuran; at 25 ℃; for 48h; Inert atmosphere;
DOI:10.1021/jo500659e

Reference yield:

: 65-71-4,28806-14-6,691841-57-3
thymin

: 1610460-03-1
1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; pyridine / Reflux; Inert atmosphere

1.2: 4 h / 25 °C / Inert atmosphere

2.1: ammonia / methanol / 25 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere

4.1: phosphorous acid trimethyl ester / 6 h / 120 °C / Inert atmosphere

5.1: hydrogen; 10% Pd/C / methanol / 5 h / 25 °C / Inert atmosphere

6.1: 1-methyl-1H-imidazole / tetrahydrofuran / 48 h / 25 °C / Inert atmosphere

With pyridine; 1-methyl-1H-imidazole; chloro-trimethyl-silane; 10% Pd/C; ammonia; hydrogen; 1,1,1,3,3,3-hexamethyl-disilazane; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.2: |Vorbrueggen Nucleoside Synthesis;
DOI:10.1021/jo500659e

Reference yield:

: 245432-69-3
1,2,3-tri-O-acetyl-3-C-(benzyloxymethyl)-α/β-D-erythrofuranoside

: 1610460-03-1
1'-(thymin-1-yl)-2',3'-dideoxy-β-D-apio-D-furanose [phenyl-(isopropoxy-L-alaninyl)]phosphate

Guidance literature:: Multi-step reaction with 6 steps

1.1: chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; pyridine / Reflux; Inert atmosphere

1.2: 4 h / 25 °C / Inert atmosphere

2.1: ammonia / methanol / 25 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere

4.1: phosphorous acid trimethyl ester / 6 h / 120 °C / Inert atmosphere

5.1: hydrogen; 10% Pd/C / methanol / 5 h / 25 °C / Inert atmosphere

6.1: 1-methyl-1H-imidazole / tetrahydrofuran / 48 h / 25 °C / Inert atmosphere

With pyridine; 1-methyl-1H-imidazole; chloro-trimethyl-silane; 10% Pd/C; ammonia; hydrogen; 1,1,1,3,3,3-hexamethyl-disilazane; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.2: |Vorbrueggen Nucleoside Synthesis;
DOI:10.1021/jo500659e