(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

Base Information

Chemical Name:(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
CAS No.:473290-30-1
Molecular Formula:C₃₁H₄₆O₈Si
Molecular Weight:574.787
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 473290-29-8
(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]-ethane-1,2-diol

: 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

Guidance literature:: With 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 19h;
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

: 473290-30-1
(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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 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

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h / Heating

2: 95 percent / aq. HCl / ethanol / 16 h / 20 °C

3: 99 percent / imidazole / CH₂Cl₂; dimethylformamide / 19 h / 20 °C

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