(+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate

Base Information

Chemical Name:(+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate
CAS No.:858676-47-8
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:(+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate

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Chemical Property of (+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate

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Technology Process of (+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate

There total 4 articles about (+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate 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:

: 858676-45-6
(+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-3-methyltetrahydropyran-2-yl]-acetate

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 858676-47-8
(+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/ol050840o

Reference yield:

: 870095-89-9
(+)-methyl (2E,5S,7E)-5-(2-benzyloxyethyl)-4-oxa-nona-2,7-dienoate

: 858676-47-8
(+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂

1.2: K₂CO₃ / methanol

2.1: imidazole / dimethylformamide

With 1H-imidazole; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b509757f

Reference yield:

: 858676-46-7
[(2S,3R,4S,6R)-6-(2-Benzyloxy-ethyl)-4-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid

: 858676-47-8
(+)-methyl (2S,3S,4S,6R)-[6-(2-benzyloxyethyl)-3-methyl-(4-triisopropylsilanyloxy)-tetrahydropyran-2-yl]-acetate

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 0.17 h / 0 °C

2: imidazole / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ol050840o