(5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Base Information

Chemical Name:(5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester
CAS No.:223545-39-9
Molecular Formula:C₂₆H₃₃NO₂Si
Molecular Weight:419.639
Hs Code.:

Synonyms:(5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

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Chemical Property of (5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

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Technology Process of (5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

There total 12 articles about (5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-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: 95.0%

: 223545-36-6
(5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-4-trifluoromethanesulfonyloxy-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

: 223545-39-9
(5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: With palladium diacetate; formic acid; tributyl-amine; triphenylphosphine; In N,N-dimethyl-formamide;
DOI:10.1021/jo990192k

Reference yield:

: 223545-26-4
(R)-2-((R)-2-Methyl-pent-4-enyl)-2,3-dihydro-1H-pyridin-4-one

: 223545-39-9
(5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / n-BuLi

2: 86 percent / L-selectride, BF₃*OEt₂ / tetrahydrofuran / -23 °C

3: 1.) O₃, 2.) Me₂S / 1.) MeOH

4: 84 percent / p-TsOH / benzene / 45 - 50 °C

5: 1.) CuI, 2.) DMPU / 1.) Et₂O, 2.) reflux

6: 95 percent / Bu₃N, HCO₂H, PPh₃, Pd(OAc)2 / dimethylformamide

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; palladium diacetate; copper(l) iodide; n-butyllithium; formic acid; dimethylsulfide; tributyl-amine; boron trifluoride diethyl etherate; L-Selectride; toluene-4-sulfonic acid; ozone; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo990192k

Reference yield:

: 223545-34-4
(7R,8aR)-7-Methyl-4-oxo-3,4,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

: 223545-39-9
(5R,7R,8aR)-5-[(Dimethyl-phenyl-silanyl)-methyl]-7-methyl-3,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) CuI, 2.) DMPU / 1.) Et₂O, 2.) reflux

2: 95 percent / Bu₃N, HCO₂H, PPh₃, Pd(OAc)2 / dimethylformamide

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; palladium diacetate; copper(l) iodide; formic acid; tributyl-amine; triphenylphosphine; In N,N-dimethyl-formamide;
DOI:10.1021/jo990192k