(4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid

Base Information

Chemical Name:(4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid
CAS No.:116436-67-0
Molecular Formula:C₂₁H₂₇NO₄S
Molecular Weight:389.516
Hs Code.:

Synonyms:(4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid

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Chemical Property of (4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid

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Technology Process of (4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid

There total 7 articles about (4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid 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: 71.0%

: 116415-22-6
N-((1S,2S,3S,4R)-3-Formyl-bicyclo[2.2.1]hept-2-yl)-4-methyl-benzenesulfonamide

: 116415-23-7
Sodium; (E)-6-(triphenyl-λ⁵-phosphanylidene)-hex-4-enoate

: 116436-67-0
(4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid

Guidance literature:: In dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)81069-8

Reference yield:

: (2S,3S)-3-Isocyanato-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

: 116436-67-0
(4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid

Guidance literature:: Multi-step reaction with 6 steps

2: HCl / Pd/C / methanol

4: 96 percent / LAH / diethyl ether / 0 °C

5: 93 percent / Swern oxidation

6: 71 percent / dimethylsulfoxide

With hydrogenchloride; lithium aluminium tetrahydride; palladium on activated charcoal; In methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)81069-8

Reference yield:

: 116440-64-3
(1S,2S,3S,4R)-3-Benzyloxycarbonylamino-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

: 116436-67-0
(4E,6E)-7-[(1R,2R,3S,4S)-3-(Toluene-4-sulfonylamino)-bicyclo[2.2.1]hept-2-yl]-hepta-4,6-dienoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: HCl / Pd/C / methanol

3: 96 percent / LAH / diethyl ether / 0 °C

4: 93 percent / Swern oxidation

5: 71 percent / dimethylsulfoxide

With hydrogenchloride; lithium aluminium tetrahydride; palladium on activated charcoal; In methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)81069-8