(2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

Base Information

Chemical Name:(2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol
CAS No.:247146-45-8
Molecular Formula:C₂₉H₅₄O₅Si₂
Molecular Weight:538.916
Hs Code.:

Synonyms:(2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

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Chemical Property of (2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

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Technology Process of (2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

There total 5 articles about (2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol 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:

: 994-30-9
triethylsilyl chloride

: 247146-45-8
(2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂ / 0 °C

2: tetrahydrofuran / -78 - -50 °C

With 1H-imidazole; In tetrahydrofuran; dichloromethane; 1: silylation / 2: Addition;
DOI:10.1021/ja990860j

Reference yield:

: (S)-4-Hydroxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-one

: 247146-45-8
(2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂ / 0 °C

2: tetrahydrofuran / -78 - -50 °C

With 1H-imidazole; In tetrahydrofuran; dichloromethane; 1: silylation / 2: Addition;
DOI:10.1021/ja990860j

Reference yield:

: (S)-5-Hydroxy-3-oxo-6-triisopropylsilanyloxy-hexanoic acid methyl ester

: 247146-45-8
(2R,4S,6S)-2-Benzyloxymethyl-4-triethylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: Me₄NHB(OAc)3; AcOH / acetonitrile / -35 °C

2: PPTS / benzene / 80 °C

3: imidazole / CH₂Cl₂ / 0 °C

4: tetrahydrofuran / -78 - -50 °C

With 1H-imidazole; pyridinium p-toluenesulfonate; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; acetonitrile; benzene; 1: Reduction / 2: lactonization / 3: silylation / 4: Addition;
DOI:10.1021/ja990860j