Tetradecanoic acid, 2,2'-[[(2S)-2-[[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl] amino]-1,5-dioxo-1,5-pentanediyl]diimino]bis-, dimethyl ester

Base Information

• Chemical Name: Tetradecanoic acid, 2,2'-[[(2S)-2-[[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl] amino]-1,5-dioxo-1,5-pentanediyl]diimino]bis-, dimethyl ester
• CAS No.: 203723-22-2
• Molecular Formula: C50H80N10O7
• Molecular Weight: 933.248

Synonyms:

Chemical Property of Tetradecanoic acid, 2,2'-[[(2S)-2-[[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl] amino]-1,5-dioxo-1,5-pentanediyl]diimino]bis-, dimethyl ester

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Technology Process of Tetradecanoic acid, 2,2'-[[(2S)-2-[[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl] amino]-1,5-dioxo-1,5-pentanediyl]diimino]bis-, dimethyl ester

There total 2 articles about Tetradecanoic acid, 2,2'-[[(2S)-2-[[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl] amino]-1,5-dioxo-1,5-pentanediyl]diimino]bis-, dimethyl ester 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: 68.0%

methyl α-aminotetradecanoate hydrochloride (128139-42-4) + N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid (59-05-2) → methotrexate α,γ-bis(methyl 2-aminotetradecanoate) (203723-22-2)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1021/js970194p

Reference yield: 23.0%

2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoyl}-glutamic acid 5-methyl ester (67022-39-3) + methyl α-aminotetradecanoate hydrochloride (128139-42-4) → methotrexate α,γ-bis(methyl 2-aminotetradecanoate) (203723-22-2) + 2-((S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-tetradecanoic acid methyl ester + 2-((S)-4-Carboxy-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyrylamino)-tetradecanoic acid methyl ester + 2-((S)-4-Carboxy-4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyrylamino)-tetradecanoic acid methyl ester

Guidance literature:

DOI:10.1016/S0928-0987(00)00062-2

Reference yield: 74.0%

methotrexate α,γ-bis(methyl 2-aminotetradecanoate) (203723-22-2) → methotrexate α,γ-bis(2-aminotetradecanoic acid)

Guidance literature:

With sodium hydroxide; In methanol; water; at 40 ℃; for 0.333333h;

DOI:10.1021/js970194p

upstream raw materials:

methyl α-aminotetradecanoate hydrochloride

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoyl}-glutamic acid 5-methyl ester

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