ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Base Information

Chemical Name:ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate
CAS No.:1316756-69-0
Molecular Formula:C₂₈H₄₀F₃NO₃
Molecular Weight:495.626
Hs Code.:

Synonyms:ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

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Chemical Property of ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

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Technology Process of ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

There total 10 articles about ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate 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: 66.0%

: 1316756-68-9
ethyl (2E,6R,7S)-6-[bis(cyclopentylmethyl)amino]-7-hydroxy-7-[4-(trifluoromethyl)phenyl]hept-2-enoate

: 1316756-69-0
ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

: 1316756-72-5
ethyl {(2R,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: ethyl (2E,6R,7S)-6-[bis(cyclopentylmethyl)amino]-7-hydroxy-7-[4-(trifluoromethyl)phenyl]hept-2-enoate; With sodium ethanolate; In ethanol; for 1h; Reflux;

With sulfuric acid; In ethanol; for 18h; Reflux;

Reference yield:

: 45214-91-3,76379-01-6,112159-16-7
N-α-(tert-butoxycarbonyl)-D-glutamic acid γ-methyl ester

: 1316756-69-0
ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

: 1316756-72-5
ethyl {(2R,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: Multi-step reaction with 10 steps

1.1: borane-THF / tetrahydrofuran / 3.5 h / -10 - 0 °C

2.1: boron trifluoride diethyl etherate / acetone / 3 h / 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 1 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.67 h / -78 - -70 °C / Inert atmosphere

4.2: 0.75 h

5.1: dichloromethane / -78 °C

6.1: hydrogenchloride; water / ethanol / 1.33 h / 20 °C

7.1: sodium tris(acetoxy)borohydride / dichloromethane / 1 h / 20 °C

8.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.17 h

8.2: -78 °C

9.1: tetrahydrofuran / 0.92 h / -78 °C

10.1: sodium ethanolate / ethanol / 1 h / Reflux

10.2: 18 h / Reflux

With hydrogenchloride; lithium aluminium tetrahydride; borane-THF; oxalyl dichloride; boron trifluoride diethyl etherate; water; sodium ethanolate; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; In tetrahydrofuran; ethanol; dichloromethane; acetone;

Reference yield:

: 1316756-63-4
tert-butyl (4R)-4-(3-methoxy-3-oxopropyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 1316756-69-0
ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

: 1316756-72-5
ethyl {(2R,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 1 h / 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.67 h / -78 - -70 °C / Inert atmosphere

2.2: 0.75 h

3.1: dichloromethane / -78 °C

4.1: hydrogenchloride; water / ethanol / 1.33 h / 20 °C

5.1: sodium tris(acetoxy)borohydride / dichloromethane / 1 h / 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.17 h

6.2: -78 °C

7.1: tetrahydrofuran / 0.92 h / -78 °C

8.1: sodium ethanolate / ethanol / 1 h / Reflux

8.2: 18 h / Reflux

With hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; water; sodium ethanolate; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; In tetrahydrofuran; ethanol; dichloromethane;