(R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one

Base Information

• Chemical Name: (R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one
• CAS No.: 1024613-11-3
• Molecular Formula: C₁₈H₂₈O₃Si
• Molecular Weight: 320.504
• Mol file: 1024613-11-3.mol

Synonyms:(R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one

Chemical Property of (R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one

There total 1 articles about (R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one 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: 94.0%

(R)-5-benzyl-5-hydroxymethyldihydrofuran-2(3H)-one (1024613-08-8) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one (1024613-11-3)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 2.25h;

DOI:10.1016/j.tetasy.2008.01.028

Reference yield:

(R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one (1024613-11-3) → (2S,5R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-ol + (2R,5R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-ol (1024613-13-5)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -76 ℃; for 0.25h; Title compound not separated from byproducts.;

DOI:10.1016/j.tetasy.2008.01.028

Reference yield:

(R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one (1024613-11-3) + N-benzoyladenine (4005-49-6) → (2RS,5R)-N-{9-[5-benzyl-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}benzamide (1024613-23-7)

Guidance literature:

(R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)dihydrofuran-2(3H)-one; With diisobutylaluminium hydride; In toluene; at -76 ℃; for 0.25h;

With acetic anhydride; triethylamine; In dichloromethane; at 20 ℃;

N-benzoyladenine; With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 6h; Further stages.;

DOI:10.1016/j.tetasy.2008.01.028

upstream raw materials:

(R)-5-benzyl-5-hydroxymethyldihydrofuran-2(3H)-one

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2R,5R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-ol

(2S,5R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-ol

1-[(2R,5R)-5-benzyl-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4(1H,3H)-dione

(2RS,5R)-N-{9-[5-benzyl-5-(tert-butyldimethylsilyloxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}benzamide