(5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

Chemical Name:(5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate
CAS No.:1401109-66-7
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:(5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate

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Chemical Property of (5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate

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Technology Process of (5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate

There total 6 articles about (5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-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: 96.0%

: 1401109-65-6
(R)-benzyl 6-(benzyloxymethyl)-4-methyl-5-oxo-5,6-dihydropyridine-1(2H)-carboxylate

: 1401109-66-7
(5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In ethanol; chloroform; at -78 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2012.08.048

Reference yield:

: 1401109-62-3
C₂₄H₃₁NO₆

: 1401109-66-7
(5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: formic acid / 16 h / 20 °C / Inert atmosphere

2: iron pentacarbonyl / tetrahydrofuran / Irradiation; Heating; Inert atmosphere

3: triethylamine; methanesulfonyl chloride / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

4: sodium tetrahydroborate; cerium(III) chloride / ethanol; chloroform / -78 °C / Inert atmosphere

With sodium tetrahydroborate; formic acid; cerium(III) chloride; iron pentacarbonyl; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; chloroform; 4: |Luche Cerium Reduction;
DOI:10.1016/j.tet.2012.08.048

Reference yield:

: 1401109-64-5
C₂₂H₂₅NO₅

: 1401109-66-7
(5R, 6R)-benzyl 6-(benzyloxymethyl)-5-hydroxy-4-methyl-5,6-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; methanesulfonyl chloride / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2: sodium tetrahydroborate; cerium(III) chloride / ethanol; chloroform / -78 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride; methanesulfonyl chloride; triethylamine; In ethanol; dichloromethane; chloroform; 2: |Luche Cerium Reduction;
DOI:10.1016/j.tet.2012.08.048