(-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

Base Information

Chemical Name:(-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate
CAS No.:1264530-30-4
Molecular Formula:C₂₀H₂₁F₃O₅
Molecular Weight:398.379
Hs Code.:

Synonyms:(-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

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Chemical Property of (-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

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Technology Process of (-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

There total 3 articles about (-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate 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: 87.0%

: 1264530-29-1
(-)-(2S,3R)-(2,3-isopropylidenedioxycyclohexa-4,6-dienyl)methanol

: 17257-71-5,20445-31-2,56135-03-6,81655-41-6
(S)-Mosher acid

: 1264530-30-4
(-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

Guidance literature:: With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 17h; Inert atmosphere;
DOI:10.1039/c0cc01169j

Reference yield:

: 1264530-23-5
(-)-(2S,3R)-methyl 2,3-isopropylidenedioxycyclohexa-4,6-dienecarboxylate

: 1264530-30-4
(-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / -78 °C / Inert atmosphere

2: dmap; diisopropyl-carbodiimide / dichloromethane / 17 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; diisopropyl-carbodiimide; In diethyl ether; dichloromethane;
DOI:10.1039/c0cc01169j

Reference yield:

: 172877-75-7
(3aS,7aR)-methyl 2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

: 1264530-30-4
(-)-(2'S,3'R)-(2',3'-isopropylidenedioxycyclohexa-4',6'-dienyl)methyl (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diiron nonacarbonyl / tetrahydrofuran / 384 h / 20 °C / Inert atmosphere

1.2: 5 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / diethyl ether / -78 °C / Inert atmosphere

3.1: dmap; diisopropyl-carbodiimide / dichloromethane / 17 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; diiron nonacarbonyl; diisopropyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1039/c0cc01169j