benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Base Information

Chemical Name:benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
CAS No.:613232-46-5
Molecular Formula:C₃₁H₂₉NO₃
Molecular Weight:463.576
Hs Code.:

Synonyms:benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Chemical Property of benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Technology Process of benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

There total 3 articles about benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-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: 100.0%

: 100-51-6,185532-71-2
benzyl alcohol

: 286459-64-1
(1R,3S)-1-(m-benzyloxybenzyl)-2-pivaloyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

: 613232-46-5
benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 5h; Heating;
DOI:10.1002/ejoc.200300175

Reference yield:

: 77497-96-2
(S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, phenylmethylester

: 613232-46-5
benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / Et₃N

2: 99 percent / hydrogen / Pd/C

3: 84 percent / t-BuLi / pentane; tetrahydrofuran / 72 h / -78 °C

4: 100 percent / p-toluenesulfonic acid monohydrate / benzene / 5 h / Heating

With hydrogen; tert.-butyl lithium; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pentane; benzene;
DOI:10.1002/ejoc.200300175

Reference yield:

: 116174-78-8
benzyl (S)-1,2,3,4-tetrahydro-2-pivaloyl-isoquinoline-3-carboxylate

: 613232-46-5
benzyl (1R,3S)-1-(m-benzyloxybenzyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / hydrogen / Pd/C

2: 84 percent / t-BuLi / pentane; tetrahydrofuran / 72 h / -78 °C

3: 100 percent / p-toluenesulfonic acid monohydrate / benzene / 5 h / Heating

With hydrogen; tert.-butyl lithium; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; pentane; benzene;
DOI:10.1002/ejoc.200300175