benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate

Base Information

Chemical Name:benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate
CAS No.:247132-98-5
Molecular Formula:C₂₈H₃₆N₂O₅
Molecular Weight:480.604
Hs Code.:

Synonyms:benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate

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Chemical Property of benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate

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Technology Process of benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate

There total 9 articles about benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-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: 79.0%

: 188576-49-0
7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid tert-butyl ester

: 159275-17-9
benzyl 4-(bromomethyl)tetrahydro-1-(2H)-pyridinecarboxylate

: 247132-98-5
benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate

Guidance literature:: 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid tert-butyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

benzyl 4-(bromomethyl)tetrahydro-1-(2H)-pyridinecarboxylate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/jm058160e

Reference yield:

: acid tert-butyl ester

: 122860-33-7
benzyl 4-(hydroxymethyl)piperidine-N-carboxylate

: 247132-98-5
benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate

Guidance literature:: With diisopropyl (E)-azodicarboxylate; triphenylphosphine; In tetrahydrofuran;

Reference yield:

: 39989-39-4
7-methoxyisoquinoline

: 247132-98-5
benzyl 4-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)piperidin-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂; AcOH / PtO₂ / 3 h / 2280 Torr

2.1: aq. HBr / 3 h / Heating

3.1: aq. NaOH / dioxane / 12 h / 20 °C

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 79 percent / dimethylformamide / 1 h / 20 °C

With sodium hydroxide; hydrogen bromide; hydrogen; sodium hydride; acetic acid; platinum(IV) oxide; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm058160e