147963-63-1

Usage

Uses

Used in Organic Synthesis:
Butanoic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, ethyl ester, (R)is used as a reagent in organic synthesis for the preparation of various organic compounds, leveraging its unique structural features to facilitate chemical reactions.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Butanoic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, ethyl ester, (R)- serves as a valuable intermediate for the synthesis of pharmaceuticals, taking advantage of its (R)-enantiomer's properties in asymmetric synthesis to produce enantiomerically pure drugs.
Used in the Food Industry:
Butanoic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, ethyl ester, (R)is used as a flavoring agent due to its fruity odor, enhancing the taste and aroma profiles of food products.

Upstream product

• 24915-95-5 Ethyl (R)-3-hydroxybutanoate 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 183310-90-9 (R)-3-(tert-butyl-diphenyl-silanyloxy)-butyraldehyde 
• 1403608-12-7 5-{[(3R)-3-{[tert-butyl(diphenyl)silyl]oxy}butyl]sulfonyl}-1-phenyl-1H-tetrazole 
• 1206620-86-1 (3R,5R)-5-(tert-butyl-diphenyl-silanyloxy)-hex-1-en-3-ol 
• 1206620-84-9 (3S,5R)-5-(tert-butyl-diphenyl-silanyloxy)-hex-1-en-3-ol 
• 154491-91-5 (R)-methyl 7-((tert-butyldiphenylsilyl)oxy)-3-oxooctanoate 
• 192992-66-8 (E)-(R)-5-(tert-Butyl-diphenyl-silanyloxy)-hex-2-enoic acid (1S,4R)-5,5-diethoxy-4-(4-methoxy-phenoxy)-1-methyl-pentyl ester 

Relevant academic research and scientific papers

Enantioselective total synthesis of the (-)-(6R,11R,14S)-isomer of colletallol

The total synthesis of the (-)-(6R,11R,14S)-isomer of colletallol was achieved in 15 steps. The key steps of the sequence were the building of the macrocycle via two consecutive Wittig reactions, the first intermolecular and the second intramolecular, instead of the classical macrolactonization methods.

Carbohydrate-Based Studies Toward the Synthesis of Hamigeromycin E: A Stereoselective Total Synthesis of an Isomer of Zeaenol

A stereoselective synthesis of 14-membered macrolide hamigeromycin E (6) has been studied by employing ortho-lithiated formylation, Barbier allylation, Julia–Kocienski olefination, Mitsunobu esterification, and ring-closing metathesis (RCM) reactions. The

The total synthesis of D-chalcose and its C-3 epimer

We completed a new and efficient synthesis of D-chalcose (I) and the first synthesis of its C-3 epimer (I') in nine steps with overall yields of 23% and 24%, respectively. The key steps in the sequence were the formation of the stereocenter on C3 via Grignard reaction, the introduction of the stereogenic center on C2 by Sharpless asymmetric dihydroxylation, the protection of the C1 and C2 hydroxy groups with tert-butyldimethylsilyl trifluoromethanesulfonate (TBSOTf), and the selective cleavage of the primary OTBS ether using catalytic DL-10-camphorsulfonic acid (CSA) in MeOH.

The furan approach to oxacycles. Part 4: A synthesis of (+)-decarestrictine L

We describe an efficient new approach for the enantioselective synthesis of (+)-(2R,3S,6R)-decarestrictine L from commercially available starting material using our newly developed methodology based on the oxidation of a furan ring with singlet oxygen fol

Biomimetic synthesis of the pentacyclic nucleus of ptilomycin A

The methyl ester of the pentacyclic nucleus of ptilomycalin A (9) has been prepared by an efficient, convergent, biogenetic, 14-step route. The key steps involve the conversion of acyclic bis enone 39 to 9 in four steps. Michael addition of O-methylisourea to 39 afforded 52% of a mixture of isoureas 40 and 41, which were both converted to 72% of tricyclic aminals 42 and 43 by ammonolysis. Deprotection of the silyl ethers with HF and cyclization with Et3N in MeOH afforded 9 (~34% from 42) and the diastereomer 45 with an equatorial methyl ester group (~26% from 42).