N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid

Base Information

• Chemical Name: N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid
• CAS No.: 1416159-62-0
• Molecular Formula: C₂₂H₂₇N₇O₆
• Molecular Weight: 485.5

Synonyms:N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid

Chemical Property of N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid

Chemical Property:

Purity/Quality:

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Technology Process of N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid

There total 7 articles about N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid 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: 76.0%

diethyl N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl methyl)acetylamino]benzoyl]-L-glutamate (1416159-57-3) → N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid (1416159-62-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2012.09.027

Reference yield:

2,4-diamino-6-(bromomethyl)pyrido<3,2-d>pyrimidine (76807-56-2) → N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid (1416159-62-0)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-dimethyl acetamide / 48 h / 20 °C

2: acetic acid / 2 h / 20 °C

3: platinum(IV) oxide; trifluoroacetic acid; hydrogen / 72 h / 20 °C / 2250.23 Torr

4: sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

With platinum(IV) oxide; hydrogen; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl acetamide; acetic acid;

DOI:10.1016/j.ejmech.2012.09.027

Reference yield:

diethyl N-(p-aminobenzoyl)-L-glutamate (13726-52-8) → N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino] benzoyl]-L-glutamic acid (1416159-62-0)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-dimethyl acetamide / 48 h / 20 °C

2: acetic acid / 2 h / 20 °C

3: platinum(IV) oxide; trifluoroacetic acid; hydrogen / 72 h / 20 °C / 2250.23 Torr

4: sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

With platinum(IV) oxide; hydrogen; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl acetamide; acetic acid;

DOI:10.1016/j.ejmech.2012.09.027

upstream raw materials:

2,4-diamino-6-(bromomethyl)pyrido<3,2-d>pyrimidine

Diethyl 8-Deazaaminopterin

diethyl N-[4-[(2,4-diaminopyrido[3,2-d]pyrimidin-6-ylmethyl)acetylamino]benzoyl]-L-glutamate

diethyl N-[4-[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl methyl)acetylamino]benzoyl]-L-glutamate

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