ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate

Base Information

• Chemical Name: ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate
• CAS No.: 475299-63-9
• Molecular Formula: C₁₈H₂₇NO₄
• Molecular Weight: 321.417

Synonyms:ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate

Chemical Property of ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate

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Technology Process of ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate

There total 1 articles about ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-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: 78.0%

exo-2-aza-2-<(R)-1-phenylethyl>-3-ethoxycarbonyl<2.2.2>bicyclooct-5-ene (134984-64-8) → ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate (475299-63-9)

Guidance literature:

exo-2-aza-2-<(R)-1-phenylethyl>-3-ethoxycarbonyl<2.2.2>bicyclooct-5-ene; With ozone; In methanol; at -80 ℃;

With 2,3-dimercapto-succinic acid; at 20 ℃;

With sodium tetrahydroborate;

DOI:10.1016/S0040-4039(02)01267-4

Reference yield: 89.0%

ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate (475299-63-9) → (2S,3S,6S)-3,6-Bis-bromomethyl-1-((R)-1-phenyl-ethyl)-piperidine-2-carboxylic acid ethyl ester

Guidance literature:

With bromine; triphenylphosphine; In pyridine; dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(02)01267-4

Reference yield: 56.0%

methanesulfonyl chloride (124-63-0) + ethyl (2S,3S,6S)-3,6-bis(hydroxymethyl)-1-[(1R)-phenylethyl]piperidine-2-carboxylate (475299-63-9) → (2S,3S,6S)-3,6-Bis-methanesulfonyloxymethyl-1-((R)-1-phenyl-ethyl)-piperidine-2-carboxylic acid ethyl ester

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(02)01267-4

upstream raw materials:

exo-2-aza-2-<(R)-1-phenylethyl>-3-ethoxycarbonyl<2.2.2>bicyclooct-5-ene

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