((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

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Chemical Name:((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester
CAS No.:143164-06-1
Molecular Formula:C₂₃H₂₈N₂O₄S
Molecular Weight:428.552
Hs Code.:

Synonyms:((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

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Chemical Property of ((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

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Technology Process of ((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

There total 10 articles about ((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-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: 37.0%

: 14649-03-7,33375-06-3,65451-96-9,1837-73-6
1-phenylethylisocyanate

: trans-5,6-dihydro-6-hydroxy-5,5-dimethyl-7-(2-oxopiperidin-1-yl)-5H-thieno<3,2-b>pyran

: ((S)-1-Phenyl-ethyl)-carbamic acid (6R,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

: 143164-06-1
((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

Guidance literature:: With 2-(N,N-dimethylamino)ethanol; In toluene; for 42h; Yields of byproduct given; Heating;
DOI:10.1021/jm00101a020

Reference yield:

: 129969-30-8
5.6-Dihydro-5,5-dimethyl-7H-thieno[3,2-b]pyran-7-one

: 143164-06-1
((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaBH₄ / ethanol / 18 h / Ambient temperature

2: 99 percent / p-toluenesulfonic acid, molecular sieves / CH₂Cl₂ / 1.5 h / 0 °C

3: 66 percent / N-bromosuccinimide (NBS), H₂O / dimethylsulfoxide / 16 h / Ambient temperature

4: 1.) NaH, 2.) NaH / 1.) DMF, RT, 2 h, 2.) DMF, RT, overnight

5: (2-N,N-dimethylamino)ethanol / toluene / 42 h / Heating

With sodium tetrahydroborate; N-Bromosuccinimide; 2-(N,N-dimethylamino)ethanol; molecular sieve; water; sodium hydride; toluene-4-sulfonic acid; In ethanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00101a020

Reference yield:

: trans-6-bromo-7-hydroxy-5,6-dihydro-5,5-dimethyl-5H-thieno<3,2-b>pyran

: 143164-06-1
((S)-1-Phenyl-ethyl)-carbamic acid (6S,7S)-5,5-dimethyl-7-(2-oxo-piperidin-1-yl)-6,7-dihydro-5H-thieno[3,2-b]pyran-6-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH, 2.) NaH / 1.) DMF, RT, 2 h, 2.) DMF, RT, overnight

2: (2-N,N-dimethylamino)ethanol / toluene / 42 h / Heating

With 2-(N,N-dimethylamino)ethanol; sodium hydride; In toluene;
DOI:10.1021/jm00101a020