[(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester

Base Information

Chemical Name:[(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester
CAS No.:149083-11-4
Molecular Formula:C₁₉H₂₆O₄S
Molecular Weight:350.479
Hs Code.:

Synonyms:[(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester

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Chemical Property of [(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester

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Technology Process of [(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester

There total 1 articles about [(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl 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: 86.0%

: 149083-16-9
(3R,4S,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-4-ethylsulfanylcarbonylmethyl-2-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester

: 149083-11-4
[(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester

Guidance literature:: With water; sodium chloride; In dimethyl sulfoxide; at 175 ℃;
DOI:10.1021/jo00067a003

Reference yield:

: 149083-11-4
[(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester

: [(R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-hydroxy-tetrahydro-pyran-4-yl]-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; at -78 ℃;
DOI:10.1021/jo00067a003

Reference yield:

: 149083-11-4
[(2R,4R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-oxo-tetrahydro-pyran-4-yl]-thioacetic acid S-ethyl ester

: 149083-12-5
[(2R,4S,6R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-6-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-4-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: DIBALH / -78 °C

2: imidazole / dimethylformamide

With 1H-imidazole; diisobutylaluminium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/jo00067a003