135130-98-2

Usage

Uses

Used in Pharmaceutical Industry:
Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester is used as an intermediate in the synthesis of γ-Secretase Inhibitor. This inhibitor targets the enzyme complex responsible for the cleavage of amyloid precursor protein (APP) to generate amyloid β-peptide (Aβ), which is a major causative agent in Alzheimer's disease (AD). By inhibiting γ-secretase, Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester can potentially help in the development of treatments for Alzheimer's disease.
Used in Chemical Research:
Due to its unique structure, Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester can also be used in chemical research for the development of new compounds and materials. Its specific functional groups and structural features make it a valuable starting point for the synthesis of various organic molecules with potential applications in different industries.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 134210-25-6 (4R,5S)-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate 
• 668436-17-7 tert-butyl (4R,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-hexanoate 
• 165727-45-7 tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate 
• 125225-54-9 (4R,5R)-5-hydroxy-6-phenyl-4-hexanolide 
• 145761-24-6 Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester 
• 72155-45-4 Boc-L-phenylalaninal 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 207222-78-4 (S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid ethyl ester 
• 145285-56-9 (E)-ethyl 6-phenylhex-4-enoate 
• 178259-04-6 methyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-(E)-2-hexenoate 
• 256463-34-0 (S)-5-[(tert-butoxycarbonyl)amino]-1-hydroxy-6-phenyl-(E)-2-hexen-4-one 
• 160002-06-2 (S)-tert-butyl 3-oxo-1-phenylhex-5-en-2-ylcarbamate 
• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 

Downstream Products

• 98818-40-7 (4R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one 
• 207222-83-1 ((1S,2R)-1-Benzyl-4-butylcarbamoyl-2-hydroxy-butyl)-carbamic acid tert-butyl ester 
• 794525-91-0 (1S-(4-(4R-benzoyl-benzyl)-5-oxo-tetrahydrofuran-2-yl)-2R-phenylethyl)carbamic acid tert-butyl ester 
• 1027947-47-2 (2R,4R,5S)-2-(4-Benzoyl-benzyl)-5-tert-butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid 
• 794525-86-3 tert-butyl (S)-(1-((2R,4R)-4-(2-phenyl-1,3-dioxolan-2-yl)benzyl)-tetrahydro-5-oxofuran-2-yl)-2-phenylethylcarbamate 
• 1026641-14-4 (2R,4R,5S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-2-[4-(2-phenyl-[1,3]dioxolan-2-yl)-benzyl]-hexanoic acid 
• 794525-92-1 2R-(4-benzoyl-benzyl)-5S-tert-butoxycarbonylamino-4R-(tert-butyldimethylsilanyloxy)-6-phenyl-hexanoic acid 
• 794525-87-4 5(S)-tert-butoxycarbonylamino-4(R)-(tert-butyldimethylsilanyloxy)-6-phenyl-2-(4-(2-phenyl-1,3-dioxolan-2-yl)-benzyl)hexanoic acid 
• 794525-90-9 {1S-benzyl-4R-[1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-2R-hydroxy-5-[4-(2-phenyl-[1.3]dioxolan-2-yl)phenyl]-pentyl}carbamic acid tert-butyl ester 
• 794525-89-6 (5-(4-benzoyl-phenyl)-1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-(1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3(1S)-methyl-butylcarbamoyl)-pentyl)carbamic acid tert-butyl ester 
• 794525-88-5 {1S-benzyl-2R-(tert-butyldimethylsilanyloxy)-4R-[1-(1S-carbamoyl-2-phenyl-ethylcarbamoyl)-3-(1S)-methyl-butylcarbamoyl]-5-[4-(2-phenyl-[1.3]dioxolan-2-yl)phenyl]-pentyl}carbamic acid tert-butyl ester 
• 794525-93-2 {5-(4-benzoyl-phenyl)-1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-[3-methyl-1-(1-{5-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentylcarbamoyl}-2-phenyl-ethylcarbamoyl)-butylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester 
• 144141-82-2 (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane 
• 144163-44-0 (2S,3S,5S)-3-hydroxy-2,5-bisamino-1,6-diphenylhexane 

Relevant academic research and scientific papers

A stereocontrolled synthesis of 2R-benzyl-5S-tert-butoxycarbonylamino-4R-(tert-butyldimethylsilanyloxy)-6- phenyl-hexanoic acid (Phe-Phe hydroxyethylene dipeptide isostere)

2R-Benzyl-5S-tert-butoxycarbonylamino-4R-(tert-butyldimethylsilanyloxy)-6- phenyl-hexanoic acid, a hydroxyethylene dipeptide isostere corresponding to Phe-Phe, has been synthesized in a practical, stereocontrolled fashion from (L)-phenylalanine.

Stereoselective synthesis of photoreactive peptidomimetic γ-secretase inhibitors

The first asymmetric synthesis of novel, potent photoreactive γ-secretase inhibitors 2 and 3 has been accomplished. Two Stereoselective methods for the preparation of lactone 9 are described. Protected benzophenone intermediate 19 is prepared via an aldol-elimination reaction followed by a PtO2-catalyzed asymmetric hydrogenation. Two routes leading from 19 to compounds 2 and 3 are evaluated. The application of 3 as an activity-based probe has been demonstrated by localizing γ-secretase activity in the plasma membrane of intact cells.

Asymmetric dihydroxylation route to a dipeptide isostere of a protease inhibitor: Enantioselective synthesis of the core unit of ritonavir

An enantioselective synthesis of the dipeptide isostere of ritonavir has been accomplished utilizing Sharpless asymmetric hydroxylation as the key step.

Synthesis of a complete series of C-4 fluorinated Phe-Gly mimetics

The complete series of Boc-protected allylic mono- and difluorinated Phe-Gly methyl ester derivatives has been synthesized using facile methods. Diastereomeric allylic alcohol derivatives were used as key intermediates, cis- And trans-aziridine derivative

Peptide inhibitors of aspartic proteinases with hydroxyethylene isostere replacement of peptide bond. I. Preparation of four diastereoisomeric (2R or 2S, 4R or 4S, 5S)-2-benzyl-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhexanoic acids

By two separate routes were prepared four diastereoisomers of (2R or 2S,5R or 5S)-3-benzyl-5-{(1S)-[(tert-butoxycarbonyl)amino]-2-phenylethyl}tetrahydrofuran- 2-ones (11, 12, 17 and 18). Since the furanones were derived from (S)-phenylalanine, absolute co

Stereocontrolled Addition of Propionate Homoenolate Equivalents to Chiral α-Amino Aldehydes

A highly efficient route is presented for preparation of the medicinally important hydroxyester and lactone intermediates 1 and 2 from chiral α-amino aldehydes via homoenolate methodology.Several reaction variables were found to influence the ratio of che