3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol

Base Information

• Chemical Name: 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol
• CAS No.: 481048-21-9
• Molecular Formula: C₂₇H₃₈O₃Si
• Molecular Weight: 438.682
• Mol file: 481048-21-9.mol

Synonyms:3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol

Chemical Property of 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol

Chemical Property:

Purity/Quality:

HPLC>99%, individual impurity <0.1% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol

There total 26 articles about 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol 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: 91.0%

C34H42O4Si (481048-26-4) → 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol (481048-21-9)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 10h; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ja9058475

Reference yield: 84.0%

benzoic acid 3-{5-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-methylene-tetrahydro-furan-2-yl}-propyl ester → 3-{(2R,5S)-5-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-3-methylene-tetrahydro-furan-2-yl}-propan-1-ol + 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol (481048-21-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 20h;

DOI:10.1021/ol026981x

Reference yield: 77.4%

(3-((2S,5S)-5-allyl-4-methylenetetrahydrofuran-2-yl)propoxy)t-butyl diphenylsilane → 3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanol (481048-21-9)

Guidance literature:

(3-((2S,5S)-5-allyl-4-methylenetetrahydrofuran-2-yl)propoxy)t-butyl diphenylsilane; With bis-(1,2-dimethylpropyl)borane; In tetrahydrofuran; at -20 ℃; for 0.5h;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 15h;

upstream raw materials:

toluene-4-sulfonic acid 3-bromo-1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-but-3-enyl ester

methanesulfonic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3-iodo-but-3-enyl ester

C₃₄H₄₂O₄Si

5-((tert-butyldiphenylsilyl)oxy)pentan-2-one

Downstream raw materials:

3-((2S,5S)-3-methylene-5-(3-(t-butyldiphenylsilyloxy)propyl)tetrahydrofuran-2-yl)propanal