(4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester

Base Information

• Chemical Name: (4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester
• CAS No.: 179258-41-4
• Molecular Formula: C₃₀H₃₅N₃O₈
• Molecular Weight: 565.623

Synonyms:

Chemical Property of (4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester

There total 3 articles about (4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl 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:

(4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-3-trityloxymethyl-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester (1026723-64-7) → (4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester (179258-41-4)

Guidance literature:

With perchloric acid; In methanol; for 0.833333h; Ambient temperature;

DOI:10.1021/jm960063l

Reference yield:

2-(4-azidophenyl)acetic acid (62893-37-2) → (4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester (179258-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

2: HClO₄ / methanol / 0.83 h / Ambient temperature

With dmap; perchloric acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jm960063l

Reference yield:

phorbol 13-acetate 20-tritylether (82389-25-1) → (4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester (179258-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

2: HClO₄ / methanol / 0.83 h / Ambient temperature

With dmap; perchloric acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jm960063l

upstream raw materials:

(4-Azido-phenyl)-acetic acid (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-1,1,6,8-tetramethyl-5-oxo-3-trityloxymethyl-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl ester

2-(4-azidophenyl)acetic acid

phorbol 13-acetate 20-tritylether

Downstream raw materials:

C₄₃H₅₁N₃O₁₃

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