[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone

Base Information

Chemical Name:[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone
CAS No.:104017-04-1
Molecular Formula:C₃₁H₅₈O₅Si₃
Molecular Weight:595.055
Hs Code.:

Synonyms:[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone

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Chemical Property of [(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone

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Technology Process of [(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone

There total 8 articles about [(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone 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: 90.0%

: 104016-91-3,104069-21-8,104069-22-9,104111-31-1
[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanol

: 104017-04-1
[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone

Guidance literature:: With molecular sieve; sodium acetate; pyridinium chlorochromate; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/S0040-4039(00)95048-2

Reference yield:

: 105026-35-5,143131-49-1
(2R,3S,4R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4-diol

: 104017-04-1
[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: imidazol / dimethylformamide / 48 h / 60 °C

2: MCPBA, NaHCO_32.)MCPBA, NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

3: 1.) lithium naphtalenide / 1.) -78 deg C, 3 min 2.) -78 deg C

With 1H-imidazole; sodium hydrogencarbonate; lithium dihydronaphthylide radical; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)95048-2

Reference yield:

: 88580-20-5
3,4,6-tri-O-acetyl-2-deoxy-α-D-arabino-hexopyranosyl chloride

: 104017-04-1
[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-phenyl-methanone

Guidance literature:: Multi-step reaction with 6 steps

1: iPr₂NEt / 2 h / Ambient temperature

2: MeONa / methanol / 1 h / Ambient temperature

3: imidazol / dimethylformamide / 48 h / 60 °C

4: MCPBA, NaHCO_32.)MCPBA, NaHCO₃ / CH₂Cl₂ / 2 h / 0 °C

5: 1.) lithium naphtalenide / 1.) -78 deg C, 3 min 2.) -78 deg C

6: 90 percent / PCC, AcONa, molecular sieve / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; molecular sieve; sodium methylate; sodium acetate; sodium hydrogencarbonate; lithium dihydronaphthylide radical; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)95048-2