1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane

Base Information

• Chemical Name: 1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane
• CAS No.: 135646-70-7
• Molecular Formula: C₅₅H₆₃N₉O₁₃
• Molecular Weight: 1058.16

Synonyms:1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane

Chemical Property of 1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane

Chemical Property:

Purity/Quality:

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Technology Process of 1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane

There total 3 articles about 1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane 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:

4-phthalimidobutyryl chloride (10314-06-4) → 1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane (135646-70-7)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran; dimethylformamide / Ambient temperature

2: H₂, HOAc / 10percent Pd/C / ethanol / 25 °C / 760 Torr

3: DCC, HOBt

With hydrogen; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00113a020

Reference yield:

1-(benzyloxycarbonyl)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane (135646-65-0) → 1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane (135646-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, HOAc / 10percent Pd/C / ethanol / 25 °C / 760 Torr

2: DCC, HOBt

With hydrogen; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00113a020

Reference yield:

Boc-L-Tyr-Gly-Gly-L-Phe (64848-07-3) + N-(2-Amino-ethyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-{2-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyrylamino]-ethyl}-butyramide (135646-67-2) → 1-(BOC-Tyr-Gly-Gly-Phe)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane (135646-70-7)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; Yield given;

DOI:10.1021/jm00113a020

upstream raw materials:

Boc-L-Tyr-Gly-Gly-L-Phe

N-(2-Amino-ethyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-{2-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyrylamino]-ethyl}-butyramide

4-phthalimidobutyryl chloride

1-(benzyloxycarbonyl)-4,7-bis-(4-phthalimidobutyryl)-1,4,7-triazaheptane

Downstream raw materials:

1-(Tyr-Gly-Gly-Phe)-4,7-bis(4-aminobutyryl)-1,4,7-triazaheptane

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