Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Base Information

Chemical Name:Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
CAS No.:189323-12-4
Molecular Formula:C₄₅H₅₇NO₁₁
Molecular Weight:787.948
Hs Code.:

Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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Chemical Property of Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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Technology Process of Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

There total 4 articles about Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester 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:

: 43204-63-3
bis(2-bromoethyl)amine hydrobromide

: 189323-12-4
Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / aq. NaOH / 0 °C

2: 1.) NaH, 2.) H₂ / 2.) Pd/C / 1.) DMF, 50 deg C, 12 h, 2.) MeOH

3: dimethylformamide / 8 h / 80 °C

4: CuBr₂, BrN(n-Bu)4 / CH₂Cl₂; dimethylformamide

With sodium hydroxide; tetrabutylammomium bromide; hydrogen; sodium hydride; copper(ll) bromide; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(97)00213-8

Reference yield:

: 191939-13-6
(R,R)-hexahydrobenzo-1,3-dioxo-2-one

: 189323-12-4
Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylformamide / 8 h / 80 °C

2: CuBr₂, BrN(n-Bu)4 / CH₂Cl₂; dimethylformamide

With tetrabutylammomium bromide; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(97)00213-8

Reference yield:

: 1072-86-2,1460-57-7,1792-81-0,54383-22-1,57794-08-8,931-17-9
(1R,2R)-trans-1,2-cyclohexanediol

: 189323-12-4
Piperidine-1,4,4-tricarboxylic acid diethyl ester (1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / Et₃N / CH₂Cl₂ / 0 °C

2: dimethylformamide / 8 h / 80 °C

3: CuBr₂, BrN(n-Bu)4 / CH₂Cl₂; dimethylformamide

With tetrabutylammomium bromide; triethylamine; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(97)00213-8