126610-77-3

Usage

Uses

Used in Organic Synthesis:
(R)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate is used as a building block in organic synthesis for the preparation of various complex molecules. Its unique structure and functional groups make it a valuable component in the synthesis of pharmaceuticals and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (R)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate is used as a key intermediate in the synthesis of drug candidates. Its Boc-protected amino group and 4-methylbenzenesulfonate group can be utilized in various chemical reactions to form diverse molecular structures with potential therapeutic properties.
It is crucial to handle and use (R)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate with caution, adhering to proper safety protocols to ensure the safety of researchers and the environment.

Upstream product

• 126610-76-2 Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 1068458-40-1 C₁₆H₂₇NO₃Si 
• 455-16-3 p-toluenesulfonyl fluoride 
• 591-51-5 phenyllithium 
• 126568-41-0 Benzyl-((1R,2S,3S)-4-benzyloxy-2,3-bis-methoxymethoxy-1-phenyl-butyl)-amine 
• 126568-43-2 Benzyl-((1R,2S,3S)-4-benzyloxy-2,3-dihydroxy-1-phenyl-butyl)-carbamic acid tert-butyl ester 
• 126568-42-1 (1R,2S,3S)-1-Benzylamino-4-benzyloxy-1-phenyl-butane-2,3-diol 
• 14231-57-3 (R)-N-benzyl-2-phenylglycinol 
• 56613-80-0 D-2-phenylglycinol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 67341-01-9 (R)-N-(tert-butoxycarbonyl)phenylglycinol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 830346-51-5 (R)-(2-(5-(2-fluoro-3-methoxyphenyl)-3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)-1-phenylethyl)carbamic acid tert-butyl ester 
• 65094-32-8 (S)-4-phenyl-9-(3-phenylprop-2-enoyl)-1,5,9-triazacyclotridecan-2-one 
• 126641-91-6 (S)-4-phenyl-1,5,9-triazacyclotridecan-2-one 
• 103365-47-5 (S)-3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid 
• 126568-49-8 Benzoic acid 3-{benzyloxycarbonyl-[4-((S)-3-tert-butoxycarbonylamino-3-phenyl-propionylamino)-butyl]-amino}-propyl ester 
• 126568-48-7 Benzoic acid 3-{benzyl-[4-((S)-3-tert-butoxycarbonylamino-3-phenyl-propionylamino)-butyl]-amino}-propyl ester 
• 126568-50-1 [4-((S)-3-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-butyl]-(3-oxo-propyl)-carbamic acid benzyl ester 
• 126610-78-4 (S)-8-Oxo-6-phenyl-1,5,9-triaza-cyclotridecane-1-carboxylic acid benzyl ester 
• 52249-08-8 tetrahydroperiphylline 

Relevant academic research and scientific papers

Identification of Clinical Candidate M2698, a Dual p70S6K and Akt Inhibitor, for Treatment of PAM Pathway-Altered Cancers

Herein, we report the discovery of a novel class of quinazoline carboxamides as dual p70S6k/Akt inhibitors for the treatment of tumors driven by alterations to the PI3K/Akt/mTOR (PAM) pathway. Through the screening of in-house proprietary kinase library, 4-benzylamino-quinazoline-8-carboxylic acid amide 1 stood out, with sub-micromolar p70S6k biochemical activity, as the starting point for a structurally enabled p70S6K/Akt dual inhibitor program that led to the discovery of M2698, a dual p70S6k/Akt inhibitor. M2698 is kinase selective, possesses favorable physical, chemical, and DMPK profiles, is orally available and well tolerated, and displayed tumor control in multiple in vivo studies of PAM pathway-driven tumors.

An efficient organocatalyzed interconversion of silyl ethers to tosylates using DBU and p-toluenesulfonyl fluoride

A mild and efficient interconversion from silyl ethers to sulfonates esters is reported with good yields. This silyl-sulfonyl exchange proceeds readily in acetonitrile at room temperature in the presence of p-toluenesulfonyl fluoride and a catalytic amount of 1,8-diazabicyclo[5.4.0]undec-7ene (DBU). This method can be used with trimethysilyl (TMS), triethylsilyl (TES) and tert-butyldimethylsilyl (TBDMS) ethers. Georg Thieme Verlag Stuttgart.

Selenium promoted synthesis of enantiopure pyrrolidines starting from chiral aminoalcohols

Starting from commercially available enantiomerically pure aminoalcohols and using simple conversions promoted by organoselenium reagents, several enantiomerically pure substituted pyrrolidines were prepared. After double protections (R)- or (S)-2-phenylg

Synthesis and receptor binding affinity of cholecystokinin receptor ligands: 2- and 1-indolyl derivatives of PD134308

The synthesis of two 'dipeptoids' structurally related to the CCK-B antagonist CI-988 (PD134308) is described. The 2- and 1-indolyl derivatives 4a,b were prepared in order to define the role of the tryptophan moiety in this series of 'dipeptoids'. They we

Heterocyclizations of N-Boc derivatives of β-amino alcohols and thio analogs: an unusual case of the Thorpe-Ingold effect

Enantiopure oxazolidin-2-ones were synthesized from chiral N-Boc β-aminoalcohols which underwent a cyclization upon treatment with tosyl chloride.This reaction was strongly accelerated in the case of carbamates derived from N-methylated amines.A similar heterocyclization was observed with dithiocarbamates, ie sulfur analogs of carbamates.The rate enhancement due to the nitrogen substitution was studied by AM1 calculations. - Keywords: carbamate; dithiocarbamate; oxazolidinone; thiazolidinone; AM1 calculations

Chiral oxazolidinones from N-Boc derivatives of β-amino alcohols. Effect of a N-methyl substituent on reactivity and stereoselectivity

Treatment of N-tert-butoxycarbonyl derivatives of homochiral β-amino alcohols with p-toluenesulfonyl chloride affords 2-axazolidinones. These heterocycles were produced by intramolecular nucleophilic attack of the carbamate moiety in an intermediate tosylate. The presence of a N-methyl substituent enhanced the cyclization rate and this effect was studied by AMI calculations.

ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-(S)-DIHYDROPERIPHYLLINE

The first enantioselective total synthesis of (+)-(S)-dihydroperiphylline was achieved from (S)-β-phenyl-β-alanine, prepared by chelation controlled phenylation of the Schiff base, by a new route involving 13-membered lactam formation via iminium cyclization.