1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

Base Information

Chemical Name:1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone
CAS No.:473290-31-2
Molecular Formula:C₃₁H₄₄O₈Si
Molecular Weight:572.771
Hs Code.:

1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

Synonyms:1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

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Chemical Property of 1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

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Technology Process of 1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

There total 8 articles about 1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone 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: 80.0%

: 473290-30-1
(R)-1-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanol

: 473290-31-2
1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(02)00477-5

Reference yield:

: 53270-27-2
3,3'-anhydro-3-C-hydroxymethyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 473290-31-2
1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / NaH / tetrahydrofuran / 36 h / Heating

2: 96 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h / Heating

3: 95 percent / aq. HCl / ethanol / 16 h / 20 °C

4: 99 percent / imidazole / CH₂Cl₂; dimethylformamide / 19 h / 20 °C

5: 80 percent / 4 Angstroem molecular sieves; pyridinium chlorochromate / CH₂Cl₂ / 0.67 h / 20 °C

With 1H-imidazole; hydrogenchloride; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00477-5

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 473290-31-2
1-[(3aR,5S,6R,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / imidazole / CH₂Cl₂; dimethylformamide / 19 h / 20 °C

2: 80 percent / 4 Angstroem molecular sieves; pyridinium chlorochromate / CH₂Cl₂ / 0.67 h / 20 °C

With 1H-imidazole; 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00477-5