3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester

Base Information

• Chemical Name: 3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester
• CAS No.: 182358-74-3
• Molecular Formula: C₃₆H₄₄N₄O₈
• Molecular Weight: 660.767

Synonyms:3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester

Chemical Property of 3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester

Chemical Property:

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Technology Process of 3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester

There total 2 articles about 3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic 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: 76.0%

6-benzyloxycarbonylaminocapronoyl chloride (4644-75-1) + methyl 3,5-diaminobenzoate (1949-55-9) → 3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester (182358-74-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1016/0960-894X(96)00312-5

Reference yield:

3.5-diaminobenzoic acid (535-87-5) → 3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester (182358-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / H₂SO₄ / 48 h / Heating

2: 76 percent / DIPEA / CH₂Cl₂ / 0.25 h / 0 °C

With sulfuric acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/0960-894X(96)00312-5

Reference yield: 100.0%

3,5-Bis-(6-benzyloxycarbonylamino-hexanoylamino)-benzoic acid methyl ester (182358-74-3) → 3,5-Bis-(6-amino-hexanoylamino)-benzoic acid methyl ester (182358-76-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃; for 4h;

DOI:10.1016/0960-894X(96)00312-5

upstream raw materials:

6-benzyloxycarbonylaminocapronoyl chloride

methyl 3,5-diaminobenzoate

3.5-diaminobenzoic acid

Downstream raw materials:

3,5-Bis-(6-amino-hexanoylamino)-benzoic acid methyl ester

3,5-Bis-(6-{3-[4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-thioureido}-hexanoylamino)-benzoic acid methyl ester

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