1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine

Base Information

Chemical Name:1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine
CAS No.:134660-18-7
Molecular Formula:C₁₈H₁₉N₅O₅
Molecular Weight:385.379
Hs Code.:

Synonyms:1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine

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Chemical Property of 1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine

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Technology Process of 1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine

There total 2 articles about 1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine 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: 29.0%

: 134660-10-9,134660-42-7
4-Methyl-benzoic acid (2S,4R)-4-bromo-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

: 134660-17-6
1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-β-D-threo-pentofuranosyl)thymine

: 134660-18-7
1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 4h;
DOI:10.1055/s-1991-26454

Reference yield:

: 133635-44-6
methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pentofuranoside

: 134660-18-7
1-(2-azido-2,3-dideoxy-5-O-(4-methylbenzoyl)-α-D-threo-pentofuranosyl)thymine

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / Br₂, CaCO₃ / diethyl ether / 1 h / Heating

2: 68 percent / trimethylsilyl triflate / acetonitrile / 24 h

3: 29 percent / NaN₃ / dimethylformamide / 4 h / 100 °C

With sodium azide; trimethylsilyl trifluoromethanesulfonate; bromine; calcium carbonate; In diethyl ether; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1991-26454