(R)-5-(TERT-BUTYLDIPHENYLSILOXYMETHYL)DIHYDRO-2(3H)FURANONE

Base Information

• Chemical Name: (R)-5-(TERT-BUTYLDIPHENYLSILOXYMETHYL)DIHYDRO-2(3H)FURANONE
• CAS No.: 102717-29-3
• Molecular Formula: C21H26O3Si
• Molecular Weight: 354.521
• Mol file: 102717-29-3.mol

Synonyms:(4S)-4-tert-butyldiphenylsiloxymethyl-4-butanolide;(4S)-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-4-butanolide;CH27825 DIHYDRO-5-(HYDROXYMETHYL)-2(3H)-FURANONE;(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one;

Chemical Property of (R)-5-(TERT-BUTYLDIPHENYLSILOXYMETHYL)DIHYDRO-2(3H)FURANONE

Chemical Property:

• PSA: 35.53000
• LogP: 3.26860

Purity/Quality:

95+% ^*data from raw suppliers

(S)-5-(((tert-Butyldiphenylsilyl)oxy)methyl)dihydrofuran-2(3H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-5-(TERT-BUTYLDIPHENYLSILOXYMETHYL)DIHYDRO-2(3H)FURANONE

There total 15 articles about (R)-5-(TERT-BUTYLDIPHENYLSILOXYMETHYL)DIHYDRO-2(3H)FURANONE 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: 98.0%

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran (32780-06-6) + tert-butylchlorodiphenylsilane (58479-61-1) → (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one (102717-29-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1021/jo00040a031

Reference yield: 82.0%

5-hydroxymethyl-4,5-dihydrofuranone (10374-51-3) + tert-butylchlorodiphenylsilane (58479-61-1) → (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one (102717-29-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.06.014

Reference yield: 35.0%

(S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)cyclobutanone (135253-29-1) → (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one (102717-29-3)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In methanol; for 2h;

DOI:10.1016/S0957-4166(00)80211-6

upstream raw materials:

(S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)cyclobutanone

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

tert-butylchlorodiphenylsilane

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid

Downstream raw materials:

(S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyloxy-2,3-dihydro-furan

(3S,5S)-3-<2'(E),4'-pentadienyl>-5-((tert-butyldiphenylsiloxy)methyl)tetrahydrofuran-2-one

3R,5S-3-Benzyl-5-(tert-butyldiphenylsiloxymethyl)-4,5-dihydro-2(3H)-furanon

(3R,5S)-<(tert-butyldiphenylsilyloxy)methyl>-4,5-dihydro-3-<2-methylene-3-(tetrahydropyran-2-yloxy)propyl>-2(3H)-furanone