(Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester

Base Information

• Chemical Name: (Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester
• CAS No.: 557792-50-4
• Molecular Formula: C₃₁H₃₆N₂O₆S
• Molecular Weight: 564.703
• Mol file: 557792-50-4.mol

Synonyms:

Chemical Property of (Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester

There total 8 articles about (Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic 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:

(Z)-7-{(1S,2R,3R,4R)-3-[4-(4-Acetoxy-phenylethynyl)-3-amino-benzenesulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester → (Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester (557792-50-4)

Guidance literature:

With palladium dichloride; In acetonitrile; Heating;

DOI:10.1021/jm020517g

Reference yield:

4-acetoxyiodobenzene (33527-94-5) → (Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester (557792-50-4)

Guidance literature:

Multi-step reaction with 5 steps

1: Pd(PPh₃)2Cl₂; CuI; Et₃N / dimethylformamide / 50 °C

2: Bu₄NF / tetrahydrofuran

3: Pd(PPh₃)2Cl₂; CuI; Et₃N / dimethylformamide / 40 °C

4: Fe; NH₄Cl / methanol; H₂O / 5 h / Heating

5: PdCl₂ / acetonitrile / Heating

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; iron; ammonium chloride; triethylamine; palladium dichloride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile; 1: Sonogashira reaction / 3: Sonogashira reaction;

DOI:10.1021/jm020517g

Reference yield:

para-acetoxyphenylacetylene (16141-18-7) → (Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester (557792-50-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(PPh₃)2Cl₂; CuI; Et₃N / dimethylformamide / 40 °C

2: Fe; NH₄Cl / methanol; H₂O / 5 h / Heating

3: PdCl₂ / acetonitrile / Heating

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iron; ammonium chloride; triethylamine; palladium dichloride; In methanol; water; N,N-dimethyl-formamide; acetonitrile; 1: Sonogashira reaction;

DOI:10.1021/jm020517g

upstream raw materials:

4-acetoxyiodobenzene

para-acetoxyphenylacetylene

3-nitro-4-chlorosulfonyl chloride

(Z)-7-[(1S,2R,3R,4R)-3-(4-Chloro-3-nitro-benzenesulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester