ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate

Base Information

Chemical Name:ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate
CAS No.:500222-26-4
Molecular Formula:C₂₃H₃₆O₅Si
Molecular Weight:420.621
Hs Code.:

Synonyms:ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate

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Chemical Property of ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate

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Technology Process of ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate

There total 7 articles about ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-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: 86.0%

: 81389-87-9
(2R,3S,6S)-6-(benzyloxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-ol

: 78-39-7
Triethyl orthoacetate

: 500222-26-4
ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate

Guidance literature:: With propionic acid; In xylene; for 48h; Heating;
DOI:10.1081/CAR-120014904

Reference yield:

: 81389-86-8
(2R,3S,6S)-6-(benzyloxy)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

: 500222-26-4
ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / imidazole / CH₂Cl₂ / 3 h / 0 °C

2: 86 percent / propionic acid / xylene / 48 h / Heating

With 1H-imidazole; propionic acid; In dichloromethane; xylene;
DOI:10.1081/CAR-120014904

Reference yield:

: 2873-29-2
D-glucal triacetate

: 500222-26-4
ethyl 2-[(2S,3R,6S)-2-benzyloxy-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,6-dihydro-2H-pyran-3-yl]acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: FeCl₃ / CH₂Cl₂ / 0.25 h

1.2: Na / methanol / 2 h

2.1: 92 percent / imidazole / CH₂Cl₂ / 3 h / 0 °C

3.1: 86 percent / propionic acid / xylene / 48 h / Heating

With 1H-imidazole; iron(III) chloride; propionic acid; In dichloromethane; xylene; 1.1: Ferrier rearrangement;
DOI:10.1081/CAR-120014904