144164-11-4

Basic information

• Product Name: (2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane
• Synonyms: 2S,3S,5S-5-AMINO-2-[N-[[(5-THIAZOLYL)METHOXY]CARBONYL]AMINO]-1,6-DIPHENYL-3-HYDROXYHEXANE;RIT-X;Thiazol-5-ylMethyl ((2S,3S,5S)-5-aMino-3-hydroxy-1,6-diphenylhexan-2-yl)carbaMate;1,3-Thiazol-5-ylMethyl N-[(1S,2S,4S)-4-aMino-1-benzyl-2-hydroxy-5-phenylpentyl]car baMate;144164-11-4;(5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamic acid;Carbamic acid,N-[(1S,2S,4S)-4-amino-2-hydroxy-5-phenyl-1-(phenylmethyl)pentyl]-,5-thiazolylmethyl ester;(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane###144164-11-4
• CAS NO: 144164-11-4
• Molecular Formula: C₂₃H₂₇N₃O₃S
• Molecular Weight: 425.54378
• Product Categories: Aromatics;Chiral Reagents;Heterocycles;Intermediates
• Mol File: 144164-11-4.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 656.1 °C at 760 mmHg
• Flash Point: 350.6 °C
• Appearance: Light yellow oil
• Density: 1.251 g/cm³
• Vapor Pressure: 4.17E-18mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 11.48±0.46(Predicted)
• CAS DataBase Reference: (2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane(144164-11-4)
• EPA Substance Registry System: (2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane(144164-11-4)

Safety Data

• Hazardous Substances Data: 144164-11-4(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Oil

Uses

An intermediate in the synthesis of Ritonavir.

InChI:InChI=1/C23H27N3O3S/c24-19(11-17-7-3-1-4-8-17)13-22(27)21(12-18-9-5-2-6-10-18)26-23(28)29-15-20-14-25-16-30-20/h1-10,14,16,19,21-22,27H,11-13,15,24H2,(H,26,28)/t19-,21-,22-/m0/s1

Upstream product

• 144163-97-3 ((5-thiazolyl)methyl)-(4-nitrophenyl)carbonate 
• 165315-39-9 (4S,6S,1'S)-6-(1-amino-2-phenylethyl)-4-benzyl-2-phenyl-3-aza-2-bora-1-oxacyclohexane 
• 144163-85-9 (2S,3S,5S)-2-amino-3-hydroxy-5-(t-butyloxycarbonylamino)-1,6-diphenylhexane 
• 155213-67-5 ritonavir 
• 144163-44-0 (2S,3S,5S)-3-hydroxy-2,5-bisamino-1,6-diphenylhexane 
• 98-80-6 phenylboronic acid 
• 162849-95-8 (2S,3S,5S)-5-(t-butyloxycarbonylamino)-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-3-hydroxy-1,6-diphenylhexane 

Downstream Products

• 192725-21-6 (2S,3S,5S)-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-5-((2S-(1-imidazolidin-2-onyl)-3-methyl-butanoyl)-amino)-3-hydroxy-1,6-diphenylhexane 
• 192725-22-7 (2S,3S,5S)-2-(N-((5-Thiazolyl)-methoxycarbonyl)amino)-3-hydroxy-5-(2S-(1-imidazolidin-2-onyl)-3,3-dimethyl butanoyl)amino-1,6-diphenylhexane 
• 1217720-20-1 C₃₇H₄₂⁽²⁾H₆N₆O₅S₂ 
• 155213-67-5 ritonavir 

Relevant articles and documents

IBodies: Modular synthetic antibody mimetics based on hydrophilic polymers decorated with functional moieties

Antibodies are indispensable tools for biomedicine and anticancer therapy. Nevertheless, their use is compromised by high production costs, limited stability, and difficulty of chemical modification. The design and preparation of synthetic polymer conjugates capable of replacing antibodies in biomedical applications such as ELISA, flow cytometry, immunocytochemistry, and immunoprecipitation is reported. The conjugates, named "iBodies", consist of an HPMA copolymer decorated with low-molecular-weight compounds that function as targeting ligands, affinity anchors, and imaging probes. We prepared specific conjugates targeting several proteins with known ligands and used these iBodies for enzyme inhibition, protein isolation, immobilization, quantification, and live-cell imaging. Our data indicate that this highly modular and versatile polymer system can be used to produce inexpensive and stable antibody substitutes directed toward virtually any protein of interest with a known ligand.

A method of preparing anti HIV drug ritonavir

The invention discloses a method for preparing anti-HIV medicine ritonavir and belongs to the technical field of medicines. In conditions of proper temperature, taking weak base as acid-binding agent and certain organic solvent, N-[N(-methyl-N-[(2-isopropyl-4-thiazolyl) methyl] amino-carbonyl]-L-valine and thionyl chloride are reacted to produice N(-[N-methyl-N-[(2-isopropyl-4-thiazolyl) methyl] amino-carbonyl]-L-valine acyl chloride, which is not required to be purified and can be directly subjected to amide reaction with (2s, 3s, 5s)-5-amino-2-((i)N(/i)-((5-thiazolyl)-methoxycarbonyl group) amino)-1, 6-diphenyl-3-hydroxy hexane at a room temperature, so as to obtain ritonavir; the mole ratio of the N-[N-methyl-N-[(2-isopropyl-4-thiazolyl) methyl] amino-carbonyl]-L-valine to thionyl chloride is 1:1 to 1:8; the mole ratio of the N-[N-methyl-N-[(2-isopropyl-4-thiazolyl) methyl] amino-carbonyl]-L-valine acyl chloride to weak base is 1:1 to 1:15. The method has the advantages that the price of thionyl chloride is low, the material cost is reduced, the production pollution is low, the pollution can be changed into soluble effluent brine, the method is simple to operate, the product yield is high, and the method is easy for separation and purification, and is applicable to industrial production.

MACROMOLECULAR CONJUGATES FOR VISUALIZATION AND SEPARATION OF PROTEINS AND CELLS

The present invention describes macromolecular water-soluble conjugates based on synthetic copolymers to which at least one affinity tag, at least one imaging probe and at least one targeting ligand are bound via covalent bonds. The macromolecular conjugate may be used in identification, visualization, quantification or isolation of proteins and/or cells.