135130-98-2

Basic information

• Product Name: Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester
• Synonyms: [(1S)-2-Phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]carbamic Acid 1,1-Dimethyethyl Ester;tert-butyl (S)-1-((R)-tetrahydro-5-oxofuran-2-yl)-2-phenylethylcarbamate;[(S)-1-((R)-5-Oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester;(4R)-4-{1-[(S)-(tert-butoxycarbonyl)amino]-2-phenylethyl}-γ-butyrolactone
• CAS NO: 135130-98-2
• Molecular Formula: C17H23NO4
• Molecular Weight: 305.374
• Mol File: 135130-98-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester(135130-98-2)
• EPA Substance Registry System: Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester(135130-98-2)

Safety Data

• Hazardous Substances Data: 135130-98-2(Hazardous Substances Data)

Usage

Description

Carbamic acid, [(1S)-2-phenyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]ethyl]-, 1,1-dimethylethyl ester is a complex organic compound with a unique chemical structure. It is characterized by its carbamic acid functional group and a phenyl-furanylethyl ester moiety. This molecule is known for its potential role in the development of pharmaceuticals and other applications due to its specific structural features.

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, this compound 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

• 207222-78-4 (S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-hexanoic acid ethyl ester 
• 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 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 98760-08-8 (1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester 
• 338462-91-2 3-carbethoxy-5(R)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one 
• 102123-74-0 (S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate 
• 165727-45-7 tert-butyl ((2S,3S)-4-chloro-3-hydroxy-1-phenylbutan-2-yl)carbamate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 
• 160002-06-2 (S)-tert-butyl 3-oxo-1-phenylhex-5-en-2-ylcarbamate 
• 72155-45-4 Boc-L-phenylalaninal 
• 145285-56-9 (E)-ethyl 6-phenylhex-4-enoate 

Downstream Products

• 207222-83-1 ((1S,2R)-1-Benzyl-4-butylcarbamoyl-2-hydroxy-butyl)-carbamic acid tert-butyl ester 
• 98818-40-7 (4R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one 
• 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 articles and documents

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.

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.

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