4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.0^2,6]deca-8-ene-3,5-dione

Base Information

• Chemical Name: 4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.0^2,6]deca-8-ene-3,5-dione
• CAS No.: 1446013-02-0
• Molecular Formula: C₁₉H₂₀N₂O₄
• Molecular Weight: 340.379

Synonyms:4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.0^2,6]deca-8-ene-3,5-dione

Chemical Property of 4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.0^2,6]deca-8-ene-3,5-dione

Chemical Property:

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Technology Process of 4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.0^2,6]deca-8-ene-3,5-dione

There total 4 articles about 4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.0^2,6]deca-8-ene-3,5-dione 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: 94.0%

2-benzyloxycarbonylaminoethylamine (72080-83-2) + 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → 4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.02,6]deca-8-ene-3,5-dione (1446013-02-0)

Guidance literature:

In toluene; at 100 ℃; Microwave irradiation;

DOI:10.1039/c3nj00145h

Reference yield: 46.0%

benzyl chloroformate (501-53-1,94274-21-2) + (1α,2α,6α,7α)-4-(2'-aminoethyl)-4-azatricyclo[5.2.1.02,6]deca-8-ene-3,5-dione (193145-48-1) → 4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.02,6]deca-8-ene-3,5-dione (1446013-02-0)

Guidance literature:

With sodium carbonate; In dichloromethane; water; at 0 - 20 ℃; for 16h;

DOI:10.1002/jhet.998

Reference yield:

(1α,2α,6α,7α)-4-[2’-(tertbutoxycarbonylamino)ethyl]-4-azatricyclo[5.2.1.02,6]dec-8-en-3,5-dione (872728-22-8) → 4-(2'-benzyloxycarbonylaminoethyl)-(1α,2α,6α,7α)-4-azatricyclo[5.2.1.02,6]deca-8-ene-3,5-dione (1446013-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid

2: sodium carbonate / dichloromethane; water / 16 h / 0 - 20 °C

With sodium carbonate; trifluoroacetic acid; In dichloromethane; water;

DOI:10.1002/jhet.998

upstream raw materials:

benzyl chloroformate

(1α,2α,6α,7α)-4-(2'-aminoethyl)-4-azatricyclo[5.2.1.0^2,6]deca-8-ene-3,5-dione

(1α,2α,6α,7α)-4-[2’-(tertbutoxycarbonylamino)ethyl]-4-azatricyclo[5.2.1.0^2,6]dec-8-en-3,5-dione

2-benzyloxycarbonylaminoethylamine

Downstream raw materials:

benzyl [2-(5,6-dihydroxy-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)ethyl]carbamate

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