benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]cyclohexane-1-carboxylate

Base Information

Chemical Name:benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]cyclohexane-1-carboxylate
CAS No.:1607007-44-2
Molecular Formula:C₃₀H₃₂N₂O₄
Molecular Weight:484.595
Hs Code.:

Synonyms:benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]cyclohexane-1-carboxylate

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Chemical Property of benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]cyclohexane-1-carboxylate

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Technology Process of benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]cyclohexane-1-carboxylate

There total 10 articles about benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)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:

: 1607007-21-5
(S)-1,5,6,10b-tetrahydro-3H-oxazolo[4,3-a]isoquinolin-3-one

: 1607007-44-2
benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]cyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol / 1 h / Reflux

2.1: 1H-imidazole; triethylamine; thionyl chloride / dichloromethane / 1 h / 0 °C

2.2: 1.5 h / 0 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 - 60 °C

4.1: thionyl chloride / dichloromethane / 16 h / 20 °C

4.2: 5 h / 20 °C

With 1H-imidazole; thionyl chloride; caesium carbonate; triethylamine; sodium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300525

Reference yield:

: 872986-64-6
(S)-(1,2,3,4-tetrahydroisoquinolin-1-yl)methanol

: 1607007-44-2
benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)methyl]-1,2,3,4-tetrahydroisoquinoline-2-carbonyl]cyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole; triethylamine; thionyl chloride / dichloromethane / 1 h / 0 °C

1.2: 1.5 h / 0 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 - 60 °C

3.1: thionyl chloride / dichloromethane / 16 h / 20 °C

3.2: 5 h / 20 °C

With 1H-imidazole; thionyl chloride; caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300525

Reference yield:

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

: 1607007-44-2
benzyl (1S,2R)-2-[(1S)-1-[(pyridin-2-yloxy)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: thionyl chloride / dichloromethane / 16 h / 20 °C

2.2: 5 h / 20 °C

With thionyl chloride; quinidine; In dichloromethane; toluene;
DOI:10.1002/cmdc.201300525