{(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane
CAS No.:473290-32-3
Molecular Formula:C₄₅H₇₂O₇Si
Molecular Weight:753.148
Hs Code.:

{(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

Synonyms:{(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

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Technology Process of {(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

There total 8 articles about {(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane 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: 34.0%

: 25791-20-2
(n-tetradecyl)triphenylphosphonium bromide

: 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

: 473290-32-3
{(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -30 - 20 ℃; for 17.5h;
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

: 473290-32-3
{(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 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

6: 34 percent / n-BuLi / tetrahydrofuran; hexane; toluene / 17.5 h / -30 - 20 °C

With 1H-imidazole; hydrogenchloride; n-butyllithium; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 6: Wittig reaction;
DOI:10.1016/S0040-4020(02)00477-5

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 473290-32-3
{(E)-2-[(3aR,5R,6S,6aR)-6-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-hexadec-2-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 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

3: 34 percent / n-BuLi / tetrahydrofuran; hexane; toluene / 17.5 h / -30 - 20 °C

With 1H-imidazole; n-butyllithium; 4 A molecular sieve; pyridinium chlorochromate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 3: Wittig reaction;
DOI:10.1016/S0040-4020(02)00477-5