(S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester
• CAS No.: 185825-30-3
• Molecular Formula: C₂₇H₂₃N₉O₆
• Molecular Weight: 569.536

Synonyms:(S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester

Chemical Property of (S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester

There total 1 articles about (S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl 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:

phthalic anhydride (85-44-9) → (S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester (185825-30-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / dimethylformamide / Ambient temperature

2: 100 percent / SOCl₂ / 18 h / Ambient temperature

3: 66 percent / H₂, 1 N HCl / 10percent Pd/C / aq. ethanol / 6 h / 2585.7 Torr

4: 1.) i-BuOCOCl, Et₃N / 1.) DMF, RT, 20 min, 2.) DMF, 20 min

With hydrogenchloride; thionyl chloride; hydrogen; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm9606453

Reference yield:

(S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-formyl-amino]-benzoylamino}-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionic acid methyl ester (185825-30-3) → N-((S)-2-Carboxy-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-amino]-benzoylamino}-ethyl)-phthalamic acid

Guidance literature:

With sodium hydroxide; acetic acid; dimethyl sulfoxide; Yield given. Multistep reaction; 1.) 5 min, 2.) 0 deg C, 1 h;

DOI:10.1021/jm9606453

upstream raw materials:

phthalic anhydride

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