(+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one

Base Information

• Chemical Name: (+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one
• CAS No.: 869336-43-6
• Molecular Formula: C₂₃H₂₈O₃Si
• Molecular Weight: 380.559
• Mol file: 869336-43-6.mol

Synonyms:(+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one

Chemical Property of (+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one

There total 4 articles about (+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(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:

danishefsky's diene (54125-02-9) + 3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) → trans-4-methoxy-3-buten-2-one (51731-17-0) + (-)-(2S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one (250355-82-9) + (+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one (869336-43-6)

Guidance literature:

danishefsky's diene; 3-(tert-butyldiphenylsilyloxy)-1-propanal; With barium(II) oxide; (S,S)-chloro[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-[4,6-bis(1,1-dimethylethyl)phenolato]]^(2-)-N,N',O,O'-manganese; In ethyl acetate; at 0 ℃; for 24h;

With trifluoroacetic acid; In dichloromethane; ethyl acetate; at 0 - 20 ℃; for 0.166667h; Title compound not separated from byproducts;

DOI:10.1039/b407240e

Reference yield:

danishefsky's diene (54125-02-9) + 3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) → (-)-(2S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one (250355-82-9) + (+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one (869336-43-6)

Guidance literature:

With titanium(IV) isopropylate; 4 A molecular sieve; (R)-1,1'-Bi-2-naphthol; trifluoroacetic acid; In dichloromethane; at -78 - -5 ℃; for 48.5h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(02)00613-0

Reference yield:

1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene (59414-23-2) + 3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) → (-)-(2S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one (250355-82-9) + (+)-(2R)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one (869336-43-6)

Guidance literature:

1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene; 3-(tert-butyldiphenylsilyloxy)-1-propanal; With (1S,2R)-[3-(1-Ada)-2-OH-5-Me-PhCHNH-indan-2-ol]Cr(III); 4 A molecular sieve; In acetone; at 20 ℃; for 2h;

With trifluoroacetic acid; In dichloromethane; acetone; at 0 - 20 ℃; Title compound not separated from byproducts;

DOI:10.1021/ja055033z

upstream raw materials:

danishefsky's diene

3-(tert-butyldiphenylsilyloxy)-1-propanal

1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene