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

Base Information

Chemical Name:(Z)-7-[(1S,2R,3R,4R)-3-(4-Fluoro-benzenesulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester
CAS No.:115206-13-8
Molecular Formula:C₂₁H₂₈FNO₄S
Molecular Weight:409.522
Hs Code.:

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

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

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

There total 10 articles about (Z)-7-[(1S,2R,3R,4R)-3-(4-Fluoro-benzenesulfonylamino)-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: 73.0%

: 349-88-2
4-Fluorobenzenesulfonyl chloride

: 115266-76-7
(5Z)-7-<3-endo-aminobicyclo<2.2.1>hept-2-exo-yl>heptenoic acid methyl ester trifluoroacetate

: 115206-13-8
(Z)-7-[(1S,2R,3R,4R)-3-(4-Fluoro-benzenesulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1021/jm00117a028

Reference yield:

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 115206-13-8
(Z)-7-[(1S,2R,3R,4R)-3-(4-Fluoro-benzenesulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: dimsylsodium / dimethylsulfoxide / 4 h / 25 °C

2: 2.8 g / diethyl ether

3: 99.6 percent / various solvent(s) / 3 h / 45 °C

4: 73 percent / triethylamine / CH₂Cl₂

With dimsylsodium; triethylamine; In diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jm00117a028

Reference yield:

: 75040-20-9
exo-3-allylnorcamphor

: 115206-13-8
(Z)-7-[(1S,2R,3R,4R)-3-(4-Fluoro-benzenesulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: hydroxylamine hydrochloride, KOH / methanol / 0.5 h / 0 °C

2: 78.4 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

3: 1.97 g / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

4: 100 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / 20 °C

5: HIO₄ / dioxane; H₂O / 4 h / 25 °C

6: dimsylsodium / dimethylsulfoxide / 4 h / 25 °C

7: 2.8 g / diethyl ether

8: 99.6 percent / various solvent(s) / 3 h / 45 °C

9: 73 percent / triethylamine / CH₂Cl₂

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; dimsylsodium; hydroxylamine hydrochloride; periodic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/jm00117a028