7-Deaza-2'-C-ethynyladenosine

Base Information

• Chemical Name: 7-Deaza-2'-C-ethynyladenosine
• CAS No.: 1044589-82-3
• Molecular Formula: C13H14N4O4
• Molecular Weight: 290.279

Synonyms:7-Deaza-2'-C-ethynyladenosine;(2R,3R,4R,5R)-2-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-(hydroxymethyl)tetrahydrofuran-3,4-diol;7-Deaza-2'-C-acetylene-adenosine

Chemical Property of 7-Deaza-2'-C-ethynyladenosine

Chemical Property:

• Boiling Point: 631.8±55.0 °C(Predicted)
• PKA: 10.48±0.70(Predicted)
• PSA: 126.65000
• Density: 1 +-.0.1 g/cm3(Predicted)
• LogP: -0.79040

Purity/Quality:

99%, ^*data from raw suppliers

NITD008 ≥97%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: NITD008 is an adenosine nucleoside analogue that inhibits proliferation of EV71, which is one of the major causative agents of Hand-Foot-Mouth Disease.

Technology Process of 7-Deaza-2'-C-ethynyladenosine

There total 21 articles about 7-Deaza-2'-C-ethynyladenosine 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: 84.5%

4-amino-7-[3',5'-di-O-(4-chlorobenzyl)-2'-C-ethynyl-b-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine → (2R,3R,4R,5R)-2-(4-amino-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-hydroxymethyl-tetrahydro-furan-3,4-diol (1044589-82-3)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 - -40 ℃; for 2h;

Reference yield:

(2R,3R,4R,5R)-2-(4-(isoindole-1,3-dione-2-yl)-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-hydroxymethyl-tetrahydrofuran-3,4-diol (1207518-58-8) → (2R,3R,4R,5R)-2-(4-amino-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-hydroxymethyl-tetrahydro-furan-3,4-diol (1044589-82-3)

Guidance literature:

With N-butylamine; at 60 - 70 ℃; for 2.16667h; Inert atmosphere;

Reference yield:

(2R,3R,4R,5R)-2-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (1044589-83-4) → (2R,3R,4R,5R)-2-(4-amino-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-hydroxymethyl-tetrahydro-furan-3,4-diol (1044589-82-3)

Guidance literature:

With ammonia; In water; at 100 ℃; for 5h;

upstream raw materials:

(2R,3R,4R,5R)-2-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

(2R,3R,4R,5R)-2-(4-(isoindole-1,3-dione-2-yl)-pyrrolo[2,3-d]pyrimidin-7-yl)-3-ethynyl-5-hydroxymethyl-tetrahydrofuran-3,4-diol

3,5-bis-O-(2,4-dichlorobenzyl)-1-O-methyl-α-D-erythro-pentofuranos-2-ulose

3,5-bis-O-(2,4-dichlorobenzyl)-1-O-methyl-α-D-ribofuranose

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