7-formyl-7-deazaguanine

Base Information

• Chemical Name: 7-formyl-7-deazaguanine
• CAS No.: 171624-11-6
• Molecular Formula: C₇H₆N₄O₂
• Molecular Weight: 178.15
• Mol file: 171624-11-6.mol

Synonyms:

Chemical Property of 7-formyl-7-deazaguanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-formyl-7-deazaguanine

There total 4 articles about 7-formyl-7-deazaguanine 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: 94.0%

2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (69205-79-4) → 7-formyl-7-deazaguanine (171624-11-6)

Guidance literature:

With pyridine; phosphinic acid sodium dihydrate; acetic acid; In water; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1074/jbc.M116.747014

Reference yield: 71.0%

4,7-dihydro-4-oxo-2-[(triphenylmethyl)amino]-3H-pyrrolo[2,3-d]pyrimidine-5-carboxaldehyde (1019853-65-6) → 7-formyl-7-deazaguanine (171624-11-6)

Guidance literature:

With acetic acid; In water; at 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2010.06.008

Reference yield:

2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (69205-79-4) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → 7-formyl-7-deazaguanine (171624-11-6) + C11H15N5O4

Guidance literature:

With tris(2-carboxyethyl)phosphine; E₈₉A mutant nitrile reductase QueF from Escherichia coli, N-terminally His-tagged; potassium chloride; water; NADPH; In aq. buffer; at 25 ℃; pH=7.5; Enzymatic reaction;

DOI:10.1074/jbc.M117.804583

upstream raw materials:

4,7-dihydro-4-oxo-2-[(triphenylmethyl)amino]-3H-pyrrolo[2,3-d]pyrimidine-5-carboxaldehyde

2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

2-amino-2-hydroxymethyl-1,3-propanediol

Refernces

• 1、 Jung, Jihye,Nidetzky, Bernd. "Evidence of a sequestered imine intermediate during reduction of nitrile to amine by the nitrile reductase QueF from Escherichia coli". . p. 3720 - 3733. Retrieved 2018/03/21.