(1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

Base Information

Chemical Name:(1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester
CAS No.:756821-39-3
Molecular Formula:C₁₉H₂₅NO₄S
Molecular Weight:363.478
Hs Code.:

Synonyms:(1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

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Chemical Property of (1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

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Technology Process of (1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

There total 6 articles about (1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl 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: 82.0%

: 756821-35-9
(1R,6R)-acetic acid 6-(N-allyl-N-p-toluenesulfonylamino)cyclohept-3-enyl ester

: 756821-39-3
(1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 2h;
DOI:10.1016/j.tet.2004.06.051

Reference yield:

: 18303-04-3
N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

: 756821-39-3
(1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / PPh₃; DEAD / tetrahydrofuran / 2 h / 20 °C

2: TFA / CH₂Cl₂ / 0.5 h

3: 290 mg / Et₃N / CH₂Cl₂ / 12 h

4: 85 percent / NaH / dimethylformamide / 1 h / 20 °C

5: 82 percent / Grubbs ruthenium-based catalyst 2nd generation / CH₂Cl₂ / 2 h

With sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.051

Reference yield:

: (1R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-cyclohept-3-enol

: 756821-39-3
(1R,2'R)-acetic acid 1-[1'-(toluene-4-sulfonyl)-1',2',3',6'-tetrahydropyridin-2'-ylmethyl]but-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / PPh₃; DEAD / tetrahydrofuran / 2 h / 20 °C

2: TFA / CH₂Cl₂ / 0.5 h

3: 290 mg / Et₃N / CH₂Cl₂ / 12 h

4: 85 percent / NaH / dimethylformamide / 1 h / 20 °C

5: 82 percent / Grubbs ruthenium-based catalyst 2nd generation / CH₂Cl₂ / 2 h

With sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.06.051