1623-08-1

Basic information

• Product Name: Dibenzyl phosphate
• Synonyms: DIBENZYL PHOSPHATE;PHOSPHORIC ACID DIBENZYL ESTER;dibenzyl hydrogen phosphate;DIBENZYL PHOSPHATE FREE ACID*CRYSTALLINE;DIBENZYLOXYPHOSPHOCREATININE;bis(phenylmethyl) ester Phosphoric acid;Bis(phenylmethyl) hydrogen phosphate;Dibenzylphosphoric acid
• CAS NO: 1623-08-1
• Molecular Formula: C₁₄H₁₅O₄P
• Molecular Weight: 278.24
• EINECS: 216-602-3
• Product Categories: Fluorobenzene;Heterocyclic Compounds;Benzenes;Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds
• Mol File: 1623-08-1.mol

Chemical Properties

• Melting Point: 78-80 °C(lit.)
• Boiling Point: 427.6 °C at 760 mmHg
• Flash Point: 212.4 °C
• Appearance: White to slightly yellow/Powder
• Density: 1.28 g/cm³
• Vapor Pressure: 4.49E-08mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly)
• PKA: 1.53±0.50(Predicted)
• Stability: Moisture Sensitive
• BRN: 2055755
• CAS DataBase Reference: Dibenzyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Dibenzyl phosphate(1623-08-1)
• EPA Substance Registry System: Dibenzyl phosphate(1623-08-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1623-08-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Dibenzyl phosphate is used as a reactant for the synthesis of stereospecific 1,2-trans glycosyl phosphates, which are essential in the field of organic chemistry and pharmaceuticals.
Used in Pharmaceutical Industry:
Dibenzyl phosphate is used as a reactant for the ring-opening reaction of epoxides, such as benzylglycidol, to synthesize dihydroxyacetone phosphate (DHAP), which is an important intermediate in the synthesis of various pharmaceutical compounds.
Used in Organic Chemistry:
Dibenzyl phosphate is used to promote the monoselective ortho-C-H alkylation of N-quinolyl benzamides with primary and secondary alkyl iodides, which is a crucial step in the synthesis of complex organic molecules.
Additionally, Dibenzyl phosphate is used as an eye irritant in certain applications, such as in the development of products for the safety and testing of eye-related products.

InChI:InChI=1/C14H15O4P/c15-19(16,17-11-13-7-3-1-4-8-13)18-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H,15,16)/p-1

Upstream product

• 109-02-4 4-methyl-morpholine 
• 1707-92-2 tribenzylphosphate 
• 110-86-1 pyridine 
• 538-37-4 dibenzyl phosphochloridate 
• 17176-77-1 Dibenzyl phosphite 
• 990-91-0 dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate 
• 109644-93-1 acetyl-phosphoric acid dibenzyl ester 
• 62-53-3 aniline 
• 23998-94-9 dibenzyl phosphoenolpyruvate 
• 10542-07-1 benzyl phosphite 
• 100-51-6 benzyl alcohol 
• 67-56-1 methanol 
• 150943-29-6 dibenzyl pyren-1-ylmethyl phosphate 
• 67746-43-4 dibenzyl N,N-diethylphosphoramidite 

Downstream Products

• 990-91-0 dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate 
• 109644-93-1 acetyl-phosphoric acid dibenzyl ester 
• 53148-18-8 phosphoric acid dibenzyl ester-propyl ester 
• 101578-89-6 dibenzyl 2-methoxyethyl phosphate 
• 101720-84-7 phosphoric acid-(2-acetoxy-ethyl ester)-dibenzyl ester 
• 26292-51-3 dibenzyl methyl phosphate 
• 1707-92-2 tribenzylphosphate 
• 40156-90-9 phosphoric acid ethyl ester-dibenzyl ester 
• 53148-20-2 phosphoric acid dibenzyl ester-butyl ester 
• 1623-07-0 monobenzylphosphate 
• 72216-37-6 (+/-)-phosphoric acid-(trans-2-hydroxy-cyclohexyl ester)-dibenzyl ester 
• 121446-86-4 adipoyl-bis-phosphoric acid tetrabenzyl ester 
• 838-85-7 diphenyl hydrogen phosphate 
• 101-53-1 p-benzylphenol 

Relevant articles and documents

New Photochemically Labile Protecting Group for Phosphates

New photochemically labile phosphate protecting group was developed.These phosphate esters have high molar extinction coefficient (ε340=34500 dm3 mol-1cm-1) and rapidly release parent phosphates upon irradiation (>300 nm) with high quantum efficiency for disappearance (φdis=0.22 at 340 nm).

Novel photolabile protecting group for phosphate compounds

A novel photolabile protecting group, thiochromone S,S-dioxide, containing the diazomethyl group for protection of phosphate derivatives is described. Deprotection of the successfully protected phosphate derivatives proceeded smoothly under photoirradiation using an ultrahigh-pressure mercury lamp to recover the corresponding phosphates quantitatively, and the photoproduct derived from the thiochromone derivative showed high fluorescence intensity. Georg Thieme Verlag Stuttgart · New York.

MANNOSE PHOSPHATE DERIVATIVES AS ANTAGONISTS OF BACTERIAL ADHESION

Compounds of the formula (I) (I) wherein n is 0, 1 or 2, R1 is aryl, heteroaryl or heterocyclyl, and R2 and R3 are, independent of each other, hydrogen or a substituent as described in the specification, and one of RA, RB, RC and RD is P02(OH)2 and the other ones are hydrogen; are orally available medicaments useful for the prevention and treatment of bacterial infections, in particular of urinary infections caused by E. coli.

Efficient catalyst turnover in the phosphitylation of alcohols with phosphoramidites

We report a method for catalytic phosphitylation utilizing phosphoramidites. Traditionally, this reaction is inefficient unless an excess of catalyst is present due to catalyst deactivation by an amine by-product. Isocyanate additives have been evaluated

IMMUNOMODULATORY COMPOUNDS AND TREATMENT OF DISEASES RELATED TO AN OVERPRODUCTION OF INFLAMMATORY CYTOKINES

Method of using immunomodulatory compounds for treating diseases related to an overproduction of inflammatory cytokines, including diseases selected from asthma, atopic dermatitis, allergic rhinitis, prostatitis, inflammatory bowel disease, diabetes, and rhumatoid arthritis, the compounds being of general formula (I): wherein: m and n, independently from each other, are an integer ranging from 1 to 4,X and Y represent —COOH, —O—P(O)(OH)2, —O—SO2(OH), —NH2, —OH, —CONH(CH2)n1—NH2, —CO—NH—CH(COOH)—(CH2)n1—COOH, —CO—NH—CH(COOH)—(CH2)n1—NH2, —O—CO—(CH2)n1—NH2, —O—CO—(CH2)n1—CHOH—CH2OH, —O—CO—(CH2)n1—OH, O—CO—(CH2)n1—COOH, —O—CO—(CH2)n1—CHO, —O—CO—(CH2)n1—NH—CO—(CH2)n2—COOH,R1 and R2 each designate an acyl group derived from a saturated or unsaturated, straight- or branched-chain carboxylic acid having from 2 to 18 carbon atoms, which is unsubstituted or bears one to three substituents selected among hydroxyl, dihydroxyphosphoryloxy, alkyl of 2 to 10 carbon atoms, alkoxy of 2 to 10 carbon atoms, acyloxy of 2 to 18 carbon atoms in the acyl moiety, amino, acylamino.

Novel acyl-dipeptide-like compounds bearing an accessory functional side chain spacer, a method for preparing the same and pharmaceutical compositions containing such products

The present invention is directed in particular to dipeptide-like compounds derived from functionally substituted amino acids, having fatty acid chains bound thereto through amidification of the amine functional groups of said dipeptide-like compounds, one end portion of which bears an accessory functional side chain spacer, with the other end portion being an acid group either in neutral or charged state. Compounds of the present invention have immunomodulating properties like adjuvants, In addition, compounds of the invention can be grafted on a given antigen in order to modulate or tune the immune response or can be equally grafted on a pharmaceutical carrier to enhance the therapeutic effect or targetting thereof. Accordingly, compounds of the invention find use in human and veterinary medicine both as immunogens and diagnostic tools.

Tubulin binding ligands and corresponding prodrug constructs

A diverse set of tubulin binding agents have been discovered which are structurally characterized, in a general sense, by a semi-rigid molecular framework capable of maintaining aryl-aryl, pseudo pi stacking distances appropriate for molecular recognition of tubulin. In phenolic or amino form, these ligands may be further functionalized to prepare phosphate esters, phosphate salts, phosphoramidates, and other prodrugs capable of demonstrating selective targeting and destruction of tumor cell vasculature.

Acyl pseudodipeptides which carry a functionalised auxialiary arm

The present invention is directed in particular to dipeptide-like compounds derived from functionally substituted amino acids, having fatty acid chains bound thereto through amidification of the amine functional groups of said dipeptide-like compounds, one end portion of which bears an accessory functional side chain spacer, with the other end portion being an acid group either in neutral or charged state. Compounds of the present invention have immunomodulating properties like adjuvants, In addition, compounds of the invention can be grafted on a given antigen in order to modulate or tune the immune response or can be equally grafted on a pharmaceutical carrier to enhance the therapeutic effect or targetting thereof. Accordingly, compounds of the invention find use in human and veterinary medicine both as immunogens and diagnostic tools.

Substrate analogs that substitute for lipid I as a substrate for MurG

General methods for monitoring the activity of MurG, a GlcNAc transferase involved in bacterial cell wall biosynthesis, is disclosed. More particularly, the synthesis of simplified substrate analogs of Lipid I (the natural substrate for MurG), which function as acceptors for UDP-GlcNAc in an enzymatic reaction catalyzed by MurG, is described. Assays using the substrate analogs of the invention are further disclosed, which are useful for identifying a variety of other substrates, including inhibitors of MurG activity, for facilitating mechanistic and/or structural studies of the enzyme and for other uses. High throughput assays are also described.

Tetrahydrofuran antifungal phosphate

A compound of the formula I STR1 wherein G is H or PO3 H2 or a pharmaceutical acceptable salt thereof, pharmaceutical compositions containing such compounds and method of using such compounds or pharmaceutical compositions containing them to treat or prevent fungal infection are disclosed.