(2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine

Base Information

Chemical Name:(2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine
CAS No.:153198-47-1
Molecular Formula:C₁₈H₂₇NO₆
Molecular Weight:353.415
Hs Code.:

Synonyms:(2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine

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Chemical Property of (2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine

Chemical Property:

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Technology Process of (2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine

There total 3 articles about (2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine 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: 94.0%

: 153198-46-0
(2S,3R,6R)-3-benzyloxy-1-(methoxycarbonyl)-2-(methoxymethoxy)methyl-6-(trityloxy)-methylpiperidine

: 153198-47-1
(2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85638-6

Reference yield:

: (3R,6R)-3-Benzyloxy-2-hydroxymethyl-6-trityloxymethyl-piperidine-1-carboxylic acid methyl ester

: 153198-47-1
(2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / i-Pr₂NEt / CH₂Cl₂ / 16 h / Ambient temperature

2: 94 percent / p-toluenesulfonic acid (monohydrate) / methanol / 1 h / Ambient temperature

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)85638-6

Reference yield:

: (3R,6R)-3-benzyloxy-1-(methoxycarbonyl)-6-(trityloxy)-methyl-2-vinylpiperidine

: 153198-47-1
(2S,3R,6R)-3-benzyloxy-6-hydroxymethyl-1-(methoxycarbonyl)-2-(methoxymethoxy)-methylpiperidine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) ozone, triphenylphosphine; 2.) NaBH₄ / CH₂Cl₂; methanol / 1.) -78 deg C, 45 min; 2.) 0 deg C, 2 h

2: 76 percent / i-Pr₂NEt / CH₂Cl₂ / 16 h / Ambient temperature

3: 94 percent / p-toluenesulfonic acid (monohydrate) / methanol / 1 h / Ambient temperature

With sodium tetrahydroborate; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)85638-6