7-TFA-ap-7-Deaza-ddG

Base Information

• Chemical Name: 7-TFA-ap-7-Deaza-ddG
• CAS No.: 114748-68-4
• Molecular Formula: C₁₆H₁₆F₃N₅O₄
• Molecular Weight: 399.329
• Mol file: 114748-68-4.mol

Synonyms:

Chemical Property of 7-TFA-ap-7-Deaza-ddG

Chemical Property:

• PKA: 9.57±0.46(Predicted)
• Density: 1.67±0.1 g/cm3(Predicted)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-TFA-ap-7-Deaza-ddG

There total 12 articles about 7-TFA-ap-7-Deaza-ddG 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: 90.0%

trifluoroacetyl-propargyl amine (14719-21-2) + 2-Amino-7-((2R,5S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-ol (114748-67-3) → N-{3-[2-Amino-4-hydroxy-7-((2R,5S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-prop-2-ynyl}-2,2,2-trifluoro-acetamide (114748-68-4)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1016/S0040-4039(00)97456-2

Reference yield: 78.0%

trifluoroacetyl-propargyl amine (14719-21-2) + 2-Amino-7-((S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one (114748-67-3) → N-{3-[2-Amino-7-((S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl]-prop-2-ynyl}-2,2,2-trifluoro-acetamide (114748-68-4)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; for 4h;

DOI:10.1021/jo00275a030

Reference yield:

7-(2'-Desoxy-β-D-erythro-pentofuranosyl)-4-methoxy-2-methylthio-7H-pyrrolo<2,3-d>pyrimidin (98891-39-5) → N-{3-[2-Amino-7-((2R,5S)-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl]-prop-2-ynyl}-2,2,2-trifluoro-acetamide (114748-68-4)

Guidance literature:

Multi-step reaction with 9 steps

1: pyridine

2: DMAP

3: n-Bu₃SnH

4: N-iodosuccinimide / dimethylformamide

5: ArS- / hexamethylphosphoric acid triamide

6: MCPBA

7: 20percent NH₃ / dioxane / 100 °C

8: HCO₂H

9: Et₃N / (Ph₃P)4Pd, CuI / dimethylformamide / 4 h / Ambient temperature

With pyridine; dmap; ammonium hydroxide; N-iodo-succinimide; formic acid; tri-n-butyl-tin hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;

upstream raw materials:

trifluoroacetyl-propargyl amine

7-iodo-2',3'-dideoxy-7-deazaguanosine

7-(2'-Desoxy-β-D-erythro-pentofuranosyl)-4-methoxy-2-methylthio-7H-pyrrolo<2,3-d>pyrimidin

4-Methoxy-2-methylsulfanyl-7-((2R,5S)-5-trityloxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine