Piperidine-1,4-dicarboxylic acid 4-ethyl ester 1-[(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-dicarboxylic acid 4-ethyl ester 1-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl] ester
• CAS No.: 189323-03-3
• Molecular Formula: C₄₂H₅₃NO₉
• Molecular Weight: 715.884
• Mol file: 189323-03-3.mol

Synonyms:Piperidine-1,4-dicarboxylic acid 4-ethyl ester 1-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl] ester

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Piperidine-1,4-dicarboxylic acid 4-ethyl ester 1-[(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-dicarboxylic acid 4-ethyl ester 1-[(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: 76.0%

ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside (116514-50-2,128962-63-0,131545-02-3,136758-06-0,99409-34-4,116391-11-8) + Piperidine-1,4-dicarboxylic acid 4-ethyl ester 1-((1R,2R)-2-hydroxy-cyclohexyl) ester → Piperidine-1,4-dicarboxylic acid 4-ethyl ester 1-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl] ester (189323-03-3)

Guidance literature:

With tetrabutylammomium bromide; copper(ll) bromide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(97)00213-8

Reference yield:

4-carbethoxypiperidine (1126-09-6) → Piperidine-1,4-dicarboxylic acid 4-ethyl ester 1-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl] ester (189323-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / dimethylformamide / 8 h / 80 °C

2: 76 percent / 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:

(R,R)-hexahydrobenzo-1,3-dioxo-2-one (191939-13-6) → Piperidine-1,4-dicarboxylic acid 4-ethyl ester 1-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyl] ester (189323-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / dimethylformamide / 8 h / 80 °C

2: 76 percent / 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

upstream raw materials:

ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

4-carbethoxypiperidine

(R,R)-hexahydrobenzo-1,3-dioxo-2-one

(1R,2R)-trans-1,2-cyclohexanediol