(2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Base Information

Chemical Name:(2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester
CAS No.:138832-11-8
Molecular Formula:C₂₁H₂₆F₃NO₅S
Molecular Weight:461.502
Hs Code.:

(2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Synonyms:

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Chemical Property of (2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

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Technology Process of (2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

There total 7 articles about (2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl 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:

: 620-08-6,1232006-56-2
4-methoxypyridine

: 138832-11-8
(2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / -23 °C

2: tetrahydrofuran / -23 °C

3: 71 percent / CuBr, BF₃*OEt₂ / tetrahydrofuran / -78 °C

4: 85 percent / OsO₄, NaIO₄

5: p-toluenesulfonic acid / benzene / 2 h / 80 °C

6: BF₃*OEt₂ / tetrahydrofuran / -78 °C / quenching with aq. NH₄Cl

7: 1.) LDA / DME

With sodium periodate; osmium(VIII) oxide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; copper(I) bromide; lithium diisopropyl amide; In tetrahydrofuran; benzene;
DOI:10.1016/S0040-4039(00)93533-0

Reference yield:

: 115177-91-8
1-phenoxycarbonyl-4-pyridone

: 138832-11-8
(2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / -23 °C

2: 71 percent / CuBr, BF₃*OEt₂ / tetrahydrofuran / -78 °C

3: 85 percent / OsO₄, NaIO₄

4: p-toluenesulfonic acid / benzene / 2 h / 80 °C

5: BF₃*OEt₂ / tetrahydrofuran / -78 °C / quenching with aq. NH₄Cl

6: 1.) LDA / DME

With sodium periodate; osmium(VIII) oxide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; copper(I) bromide; lithium diisopropyl amide; In tetrahydrofuran; benzene;
DOI:10.1016/S0040-4039(00)93533-0

Reference yield:

: 138832-09-4
(2S,8aR)-4-Oxo-2-propyl-3,4,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

: 138832-11-8
(2R,4aR,5S,8aS)-5-Methyl-2-propyl-4-trifluoromethanesulfonyloxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*OEt₂ / tetrahydrofuran / -78 °C / quenching with aq. NH₄Cl

2: 1.) LDA / DME

With boron trifluoride diethyl etherate; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)93533-0