benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

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Chemical Name:benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate
CAS No.:1607007-54-4
Molecular Formula:C₃₄H₃₆N₂O₄
Molecular Weight:536.671
Hs Code.:

Synonyms:benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

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Chemical Property of benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

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Technology Process of benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

There total 7 articles about benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate 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: 41.0%

: 1607007-53-3
2-[(5-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2,3-dihydro-1H-isoindol-1-one

: 151434-99-0
(1R,2S)-cis-2-benzyloxycarbonyl-cyclohexane-1-carboxylic acid

: benzyl (1S,2R)-2-{(1R)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

: 1607007-54-4
benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1002/cmdc.201300525

Reference yield:

: 13149-00-3
1,2-cis-cyclohexanedicarboxylic anhydride

: 1607007-54-4
benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: quinidine / toluene / 1 h / -55 °C

1.2: 96 h / -55 °C

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; quinidine; In N,N-dimethyl-formamide; toluene;
DOI:10.1002/cmdc.201300525

Reference yield:

: 55755-16-3
2-methylphenethylamine

: 1607007-54-4
benzyl (1S,2R)-2-{(1S)-5-methyl-1-[(1-oxo-2,3-dihydro-1H-isoindol-2-yl)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl}cyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / dichloromethane / 20 °C

2: phosphorus pentoxide / 5,5-dimethyl-1,3-cyclohexadiene / 6 h / 120 °C

3: caesium carbonate / N,N-dimethyl-formamide / 42 h / 20 - 70 °C

4: sodium tetrahydroborate / methanol / 2 h / 20 °C

5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

With sodium tetrahydroborate; phosphorus pentoxide; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; N,N-dimethyl-formamide; 2: |Bischler-Napieralski Reaction;
DOI:10.1002/cmdc.201300525