5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine

Base Information

Chemical Name:5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine
CAS No.:476667-23-9
Molecular Formula:C₁₆H₁₈BrN₃O₅
Molecular Weight:412.24
Hs Code.:

5-bromo-N<sup>4</sup>-(2,6-dihydroxyphenyl)-N<sup>1</sup>-(tert-butoxycarbonylmethyl)-cytosine

Synonyms:5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine

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Chemical Property of 5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine

Chemical Property:

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Technology Process of 5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine

There total 4 articles about 5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine 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: 80.0%

: 3163-15-3
2-aminoresorcinol

: 476667-22-8
tert-butyl 4-(1′,2′,4′-triazol-1′-yl)-5-bromocytosin-1-ylacetate

: 476667-23-9
5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 20h;
DOI:10.1021/ol026815p

Reference yield: 12.0%

: 3163-15-3
2-aminoresorcinol

: 476667-21-7
(5-bromo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)acetic acid tert-butyl ester

: 476667-23-9
5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine

Guidance literature:: (5-bromo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)acetic acid tert-butyl ester; With tetrachloromethane; triphenylphosphine; In dichloromethane; for 3h; Heating;

2-aminoresorcinol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 13h; Further stages.;
DOI:10.1021/ol026815p

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 476667-23-9
5-bromo-N⁴-(2,6-dihydroxyphenyl)-N¹-(tert-butoxycarbonylmethyl)-cytosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / K₂CO₃ / dimethylformamide / 21 h / 20 °C

2.1: POCl₃; TEA / acetonitrile / 0.5 h / 0 °C

2.2: 90 percent / acetonitrile / 21 h / 20 °C

3.1: 80 percent / DBU / acetonitrile / 20 h / 20 °C

With TEA; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol026815p