8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one

Base Information

• Chemical Name: 8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one
• CAS No.: 1396312-81-4
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.365

Synonyms:8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one

Chemical Property of 8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one

Chemical Property:

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Technology Process of 8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one

There total 1 articles about 8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one 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: 87.0%

9-hydroxyjulolidine (93033-98-8) + 3-oxo-hept-6-ynoic acid methyl ester (100330-50-5) → 8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one (1396312-81-4)

Guidance literature:

9-hydroxyjulolidine; 3-oxo-hept-6-ynoic acid methyl ester; With triisopropoxytitanium(IV) chloride; In toluene; Reflux;

With potassium tartrate sodium salt; In dichloromethane; at 20 ℃;

DOI:10.1055/s-0031-1291145

Reference yield: 78.0%

benzyl (S,S)-1-(1-azidopropan-2-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate + 8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one (1396312-81-4) → benzyl (S,S)-1-(1-methyl-2-{4-[2-(10-oxo-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-8-yl)ethyl]-1,2,3-triazol-1-yl}ethylcarbamoyl)-2-phenylethylcarbamate (1396312-89-2)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; dimethyl sulfoxide; at 80 ℃; for 16h;

DOI:10.1055/s-0031-1291145

Reference yield: 75.0%

(S,S)-2-(2-azido-3-phenylpropanoylamino)-3-methylpentanoic acid methyl ester + 8-but-3-ynyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one (1396312-81-4) → methyl (S,S)-3-methyl-2-({4-[2-(10-oxo-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-8-yl)ethyl]-1,2,3-triazol-1-yl}-3-phenylpropanoylamino)pentanoate

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; dimethyl sulfoxide; at 80 ℃; for 16h;

DOI:10.1055/s-0031-1291145

upstream raw materials:

9-hydroxyjulolidine

3-oxo-hept-6-ynoic acid methyl ester

Downstream raw materials:

benzyl (S,S)-1-(1-methyl-2-{4-[2-(10-oxo-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-8-yl)ethyl]-1,2,3-triazol-1-yl}ethylcarbamoyl)-2-phenylethylcarbamate

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