[((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester

Base Information

• Chemical Name: [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester
• CAS No.: 439916-85-5
• Molecular Formula: C₂₂H₂₁N₃O₇
• Molecular Weight: 439.425

Synonyms:[((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester

Chemical Property of [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester

Chemical Property:

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Technology Process of [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester

There total 3 articles about [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic 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: 85.0%

glycolic acid methyl ester (96-35-5) + [(S)-1-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylcarbamoyl)-ethyl]-carbamic acid benzyl ester (287728-93-2) → [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester (439916-85-5)

Guidance literature:

With dibenzyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0040-4039(02)00119-3

Reference yield:

phthalic anhydride (85-44-9) → [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester (439916-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / DBAD; PPh₃ / tetrahydrofuran / 2 h / 0 - 20 °C

With dibenzyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2: Mitsunobu reaction;

DOI:10.1016/S0040-4039(02)00119-3

Reference yield:

N-benzyloxycarbonylalaninehydrazid (17350-66-2) → [((S)-2-Benzyloxycarbonylamino-propionyl)-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-amino]-acetic acid methyl ester (439916-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / DBAD; PPh₃ / tetrahydrofuran / 2 h / 0 - 20 °C

With dibenzyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2: Mitsunobu reaction;

DOI:10.1016/S0040-4039(02)00119-3

upstream raw materials:

glycolic acid methyl ester

[(S)-1-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylcarbamoyl)-ethyl]-carbamic acid benzyl ester

phthalic anhydride

N-benzyloxycarbonylalaninehydrazid

Downstream raw materials:

C₂₄H₃₅N₃O₉

[N-(2-benzyloxycarbonylamino-propionyl)-N'-tert-butoxycarbonyl-hydrazino]-acetic acid methyl ester

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