2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose

Base Information

• Chemical Name: 2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose
• CAS No.: 906102-77-0
• Molecular Formula: C₂₄H₃₈O₅Si
• Molecular Weight: 434.648
• Mol file: 906102-77-0.mol

Synonyms:2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose

Chemical Property of 2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose

There total 2 articles about 2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose 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: 59.0%

C10H16O3 (906102-63-4) + tert-butyl(2-methoxy-6-vinylbenzyloxy)dimethylsilane (906102-60-1) → 2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose (906102-77-0)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 18h;

DOI:10.1039/b603931f

Reference yield: 59.0%

{[2-(tert-butyldimethylsilyloxy)methyl]-3-methoxybenzylsulfonyl}methyl-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose → 2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose (906102-77-0) + 2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose

Guidance literature:

With alumina-supported potassium hydroxide; dibromodifluoromethane; In dichloromethane; tert-butyl alcohol; at 20 ℃;

DOI:10.1016/j.tet.2007.09.057

Reference yield: 75.0%

2-[(E)-2-(2-tert-butyldimethylsilyloxymethyl-3-methoxyphenyl)styryl]-4',5'-O-isopropylidene-7'-deoxy-D-ribofuranose (906102-77-0) → (2S,3R,4S,5R,E)-2-(2-(hydroxymethyl)-3-methoxystyryl)-5-methyltetrahydrofuran-3,4-diol (906482-48-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1039/b603931f

upstream raw materials:

C₁₀H₁₆O₃

tert-butyl(2-methoxy-6-vinylbenzyloxy)dimethylsilane

Downstream raw materials:

(2S,3R,4S,5R,E)-2-(2-(hydroxymethyl)-3-methoxystyryl)-5-methyltetrahydrofuran-3,4-diol