N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin

Base Information

• Chemical Name: N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin
• CAS No.: 325708-69-8
• Molecular Formula: C₁₉H₂₃N₇O₆
• Molecular Weight: 445.435

Synonyms:N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin

Chemical Property of N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin

Chemical Property:

Purity/Quality:

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Technology Process of N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin

There total 3 articles about N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin 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: 57.0%

N,N-dimethylformamide diethyl diacetal (1188-33-6) + 5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin (325708-61-0) → N2-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin (325708-69-8)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;

DOI:10.1002/1522-2675(20001004)83:10<2738::AID-HLCA2738>3.0.CO;2-A

Reference yield:

6-(hydroxymethyl)pterin (712-29-8) → N2-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin (325708-69-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / PtO₂ / trifluoroacetic acid / 4 h / 20 °C

2: 86 percent / pyridine / 12 h / 20 °C

3: 57 percent / dimethylformamide / 2.5 h / 20 °C

With pyridine; hydrogen; platinum(IV) oxide; In N,N-dimethyl-formamide; trifluoroacetic acid; 1: Hydrogenation / 2: Acylation / 3: Condensation;

DOI:10.1002/1522-2675(20001004)83:10<2738::AID-HLCA2738>3.0.CO;2-A

Reference yield:

6-hydroxymethyl-5,6,7,8-tetrahydropterin dihydrochloride (31969-10-5) → N2-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin (325708-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / pyridine / 12 h / 20 °C

2: 57 percent / dimethylformamide / 2.5 h / 20 °C

With pyridine; In N,N-dimethyl-formamide; 1: Acylation / 2: Condensation;

DOI:10.1002/1522-2675(20001004)83:10<2738::AID-HLCA2738>3.0.CO;2-A

upstream raw materials:

N,N-dimethylformamide diethyl diacetal

5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin

6-(hydroxymethyl)pterin

6-hydroxymethyl-5,6,7,8-tetrahydropterin dihydrochloride

Downstream raw materials:

2-(4-nitrophenyl)ethyl 6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate

2-(4-nitrophenyl)ethyl 2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxo-6-[({4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoyl}oxy)methyl]pteridine-5-carboxylate

2-(4-nitrophenyl)ethyl 2-amino-6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate

2-(4-nitrophenyl)ethyl 6-{[(4-azidobenzoyl)oxy]methyl}-2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate

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