Norcocaine carbobenzoxy-β-alanine

Base Information

• Chemical Name: Norcocaine carbobenzoxy-β-alanine
• CAS No.: 204514-80-7
• Molecular Formula: C₂₇H₃₀N₂O₇
• Molecular Weight: 494.544
• Mol file: 204514-80-7.mol

Synonyms:Norcocaine carbobenzoxy-β-alanine

Chemical Property of Norcocaine carbobenzoxy-β-alanine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of Norcocaine carbobenzoxy-β-alanine

There total 1 articles about Norcocaine carbobenzoxy-β-alanine 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: 75.0%

3-(benzyloxycarbonylamino)propanoic acid (2304-94-1) + (-)-norcocaine (18717-72-1) → Norcocaine carbobenzoxy-β-alanine (204514-80-7)

Guidance literature:

With 1-cyclohexyl-3-(2-morpholinoethyl)-carbodiimide p-toluenosul; In dichloromethane;

DOI:10.1021/tx970147c

Reference yield: 86.0%

Norcocaine carbobenzoxy-β-alanine (204514-80-7) → (1R,2R,3S,5S)-8-(3-Amino-propionyl)-3-benzoyloxy-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (204514-81-8)

Guidance literature:

palladium on activated charcoal; In tetrahydrofuran; for 3h; Heating;

DOI:10.1021/tx970147c

Reference yield:

Norcocaine carbobenzoxy-β-alanine (204514-80-7) → (1R,2R,3S,5S)-3-Benzoyloxy-8-[3-(3-carboxy-propionylamino)-propionyl]-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Pd/C / tetrahydrofuran; various solvent(s) / 3 h / Heating

2: CH₂Cl₂ / 24 h / 20 °C

palladium on activated charcoal; In tetrahydrofuran; dichloromethane; 1: Dehydrogenation / 2: Acylation;

DOI:10.1021/tx970147c

upstream raw materials:

3-(benzyloxycarbonylamino)propanoic acid

(-)-norcocaine

Downstream raw materials:

(1R,2R,3S,5S)-8-(3-Amino-propionyl)-3-benzoyloxy-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Refernces