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

Base Information

Chemical Name:{(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetic acid
CAS No.:1316755-64-2
Molecular Formula:C₂₆H₃₆F₃NO₃
Molecular Weight:467.572
Hs Code.:

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

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

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

There total 11 articles about {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetic 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: 83.0%

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

: 1316755-64-2
{(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetic acid

Guidance literature:: ethyl {(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; at 20 ℃; pH=4 - 5;

Reference yield:

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

: 1316755-64-2
{(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetic acid

Guidance literature:: Multi-step reaction with 11 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

11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 50 °C

11.2: 20 °C / pH 4 - 5

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

Reference yield:

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

: 1316755-64-2
{(2S,5R,6S)-5-[bis(cyclopentylmethyl)amino]-6-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetic acid

Guidance literature:: Multi-step reaction with 9 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

9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 50 °C

9.2: 20 °C / pH 4 - 5

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