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

Base Information

• Chemical Name: 3R,5S-3-Benzyl-5-(tert-butyldiphenylsiloxymethyl)-4,5-dihydro-2(3H)-furanon
• CAS No.: 150323-16-3
• Molecular Formula: C₂₈H₃₂O₃Si
• Molecular Weight: 444.646
• Mol file: 150323-16-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 3R,5S-3-Benzyl-5-(tert-butyldiphenylsiloxymethyl)-4,5-dihydro-2(3H)-furanon 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:

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran (32780-06-6) → 3R,5S-3-Benzyl-5-(tert-butyldiphenylsiloxymethyl)-4,5-dihydro-2(3H)-furanon (150323-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole

2: 1.) i-Pr₂NLi / 1.) THF, -78 deg C, 1 h, 2.) THF, 2 h

With 1H-imidazole; lithium diisopropyl amide;

DOI:10.1002/ardp.19943270108

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 3R,5S-3-Benzyl-5-(tert-butyldiphenylsiloxymethyl)-4,5-dihydro-2(3H)-furanon (150323-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole

2: 1.) i-Pr₂NLi / 1.) THF, -78 deg C, 1 h, 2.) THF, 2 h

With 1H-imidazole; lithium diisopropyl amide;

DOI:10.1002/ardp.19943270108

Reference yield:

(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one (102717-29-3) + benzyl bromide (100-39-0) → 3S,5S-3-Benzyl-5-(tert-butyldiphenylsiloxymethyl)-4,5-dihydro-2(3H)-furanon + 3R,5S-3-Benzyl-5-(tert-butyldiphenylsiloxymethyl)-4,5-dihydro-2(3H)-furanon (150323-16-3)

Guidance literature:

With lithium diisopropyl amide; Multistep reaction; 1.) THF, -78 deg C, 1 h, 2.) THF, 2 h;

DOI:10.1002/ardp.19943270108

upstream raw materials:

(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

benzyl bromide

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

tert-butylchlorodiphenylsilane

Downstream raw materials:

3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

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

3R,5S-5-Azidomethyl-3-benzyl-4,5-dihydro-2(3H)-furanon

dihydro-5(S)-(hydroxymethyl)-3(R)-(phenylmethyl)-3(2H)-furanone