3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

Base Information

• Chemical Name: 3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester
• CAS No.: 801239-50-9
• Molecular Formula: C₄₇H₇₀N₆O₉S
• Molecular Weight: 895.174

Synonyms:3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

Chemical Property of 3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

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Technology Process of 3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

There total 3 articles about 3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl 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:

N-Boc-6-aminohexanoic acid N-hydroxysuccinimide ester (51513-80-5) → 3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester (801239-50-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 130 mg / iPr₂EtN / dimethylformamide / 16 h / 20 °C

2: aq. NaOH / methanol; tetrahydrofuran

3: EDC; HOBT; NMM / dimethylformamide

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm049666k

Reference yield:

2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid methyl ester → 3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester (801239-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / methanol; tetrahydrofuran

2: EDC; HOBT; NMM / dimethylformamide

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm049666k

Reference yield:

3S-3-amino-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid tert-butyl ester (185563-98-8) + 2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid (801239-94-1) → 3-{2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoylamino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester (801239-50-9)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/jm049666k

upstream raw materials:

3S-3-amino-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid tert-butyl ester

2-[5-(6-tert-butoxycarbonylamino-hexanoylamino)-pentyloxy]-4-[2-(6-methylamino-pyridin-2-yl)-ethyl]-benzoic acid

N-Boc-6-aminohexanoic acid N-hydroxysuccinimide ester

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