70259-44-8

Basic information

• Product Name: (2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol
• Synonyms: (2S)-1-(Benzyloxy)-3-(trityloxy)propan-2-ol; 2-Propanol, 1-(phenylmethoxy)-3-(triphenylmethoxy)-, (2R)-; 2-propanol, 1-(phenylmethoxy)-3-(triphenylmethoxy)-, (2S)-
• CAS NO: 70259-44-8
• Molecular Formula: C₂₉H₂₈O₃
• Molecular Weight: 424.5308
• Mol File: 70259-44-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 577.058°C at 760 mmHg
• Flash Point: 302.794°C
• Density: 1.147g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: (2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol(70259-44-8)
• EPA Substance Registry System: (2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol(70259-44-8)

Safety Data

• Hazardous Substances Data: 70259-44-8(Hazardous Substances Data)

Usage

Description

(2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol is a chiral alcohol compound that features a propan-2-ol molecule with a benzene ring and a trityl group attached to it. The (2S) stereochemistry signifies that the hydroxyl group is positioned to the right in a Fischer projection, endowing the molecule with a distinct spatial configuration. The benzyloxy and trityloxy groups present in the compound suggest its utility as a protecting group in organic synthesis, which can shield specific sites from unwanted reactions. This unique structure may also render it valuable in medicinal chemistry and other related fields.

Uses

Used in Organic Synthesis:
(2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol serves as a protecting group in organic synthesis, where it is utilized to prevent undesired reactions from occurring at particular sites on a molecule. This function is crucial for the selective synthesis of complex organic compounds, ensuring that reactions proceed with the desired specificity and yield.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol may find applications due to its unique structural features. The presence of the benzyloxy and trityloxy groups could potentially allow for the development of new pharmaceutical agents or the modification of existing ones, enhancing their efficacy, selectivity, or stability.
Used in Chemical Research:
(2S)-1-(benzyloxy)-3-(trityloxy)propan-2-ol's distinct spatial arrangement and functional groups make it a valuable tool in chemical research. It can be employed to study the effects of stereochemistry on molecular interactions, reaction mechanisms, and the properties of compounds, contributing to a deeper understanding of chemical processes and the development of novel chemical entities.

Upstream product

• 56552-80-8 (R)-3-benzyloxy-1,2-propanediol 
• 76-83-5 trityl chloride 
• 17325-85-8 (2S)-3-(benzyloxy)propane-1,2-diol 
• 136809-12-6 1-(benzyloxy)-3-(trityloxy)propan-2-one 
• 872202-29-4 (S)-1-O-benzyl-2-O-mesyl-3-O-tritylglycerol 
• 83526-68-5 (S)-1-(benzyloxy)-3-trityloxypropan-2-ol 
• 99881-46-6 1-(benzyloxy)-3-(trityloxy)-propan-2-ol 
• 65291-30-7 (R)-(+)-trityl glycidyl ether 
• 20194-18-7 sodium phenyl-methanolate 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 14347-83-2 (R)-2,2-dimethyl-4-benzoxymethyl-1,3-dioxolane 

Downstream Products

• 154023-30-0 1-benzyl-2-hexadecyl-3-trityl-sn-glycerol 
• 116953-50-5 1-O-benzyl-2-O-methyl-3-O-trityl-sn-glycerol 
• 222984-12-5 3-O-trityl-2-O-(R)-citronellyl-1-O-benzyl-sn-glycerol 
• 872202-33-0 (R)-1-O-benzyl-2-O-mesyl-3-O-tritylglycerol 
• 872706-89-3 3-benzyloxy-2-(3,7,11,15-tetramethyl-hexadecyloxy)-propan-1-ol 
• 872202-35-2 (S)-2-benzyloxymethyl-2,3-dihydro[1,4]dioxino[2,3-b]pyridine 
• 872202-34-1 (R)-1-O-benzyl-2-O-(2-chloro-3-pyridinyl)glycerol 
• 889655-66-7 (S)-1-O-benzyl-2-O-(2-chloro-3-pyridinyl)-3-O-tritylglycerol 
• 222984-15-8 3,3'-O-(1,16-hexadecamethylene)bis<1-O-benzyl-2-O-<(R)-3,7-dimethyloctyl>-sn-glycerol> 
• 222984-14-7 1-O-benzyl-2-O-(R)-3,7-dimethyloctyl-sn-glycerol 
• 222984-13-6 3-O-trityl-2-O-(R)-3,7-dimethyloctyl-1-O-benzyl-sn-glycerol 
• 222984-22-7 C₅₉H₁₀₂O₆ 
• 154098-03-0 1-benzyl-2-hexadecyl-sn-glycerol 
• 70259-28-8 1-O-benzyl-2-O-methyl-sn-glycerol 

Relevant articles and documents

Total Synthesis of the Alleged Structure of Crenarchaeol Enables Structure Revision**

Crenarchaeol is a glycerol dialkyl glycerol tetraether lipid produced exclusively in Archaea of the phylum Thaumarchaeota. This membrane-spanning lipid is undoubtedly the structurally most sophisticated of all known archaeal lipids and an iconic molecule in organic geochemistry. The 66-membered macrocycle possesses a unique chemical structure featuring 22 mostly remote stereocenters, and a cyclohexane ring connected by a single bond to a cyclopentane ring. Herein we report the first total synthesis of the proposed structure of crenarchaeol. Comparison with natural crenarchaeol allowed us to propose a revised structure of crenarchaeol, wherein one of the 22 stereocenters is inverted.

Novel nucleotide analogues bearing (1H-1,2,3-triazol-4-yl)phosphonic acid moiety as inhibitors of Plasmodium and human 6-oxopurine phosphoribosyltransferases

A novel family of acyclic nucleoside phosphonates (ANPs) bearing a (1H-1,2,3-triazol-4-yl)phosphonic acid group in the acyclic side chain have been prepared in order to study the influence of the hetaryl rigidizing element on the biological properties of

Acyclic nucleoside phosphonates with 5-azacytosine base moiety substituted in C-6 position

Two methods for preparation of 6-substituted derivatives of anti DNA-viral agent 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-5-azacytosine (HPMP-5-azaC) were developed: (1) ammonia mediated ring-opening reaction of diisopropyl esters of HPMP-5-azaC (4) t