120362-30-3

Basic information

• Product Name: Phosphonic acid, [[1-[[(methylsulfonyl)oxy]methyl]-2-(phenylmethoxy)ethoxy]methyl]-, diethyl ester-R
• Synonyms: Phosphonic acid, [[1-[[(methylsulfonyl)oxy]methyl]-2-(phenylmethoxy)ethoxy]methyl]-, diethyl ester-R;(R)-[[1-[[(Methylsulfonyl)oxy]methyl]-2-(phenylmethoxy)ethoxy]methyl]phosphonic acid diethyl ester
• CAS NO: 120362-30-3
• Molecular Formula: C₁₆H₂₇O₈PS
• Molecular Weight: 410.42
• Mol File: 120362-30-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.237
• Refractive Index: 1.498
• CAS DataBase Reference: Phosphonic acid, [[1-[[(methylsulfonyl)oxy]methyl]-2-(phenylmethoxy)ethoxy]methyl]-, diethyl ester-R(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [[1-[[(methylsulfonyl)oxy]methyl]-2-(phenylmethoxy)ethoxy]methyl]-, diethyl ester-R(120362-30-3)
• EPA Substance Registry System: Phosphonic acid, [[1-[[(methylsulfonyl)oxy]methyl]-2-(phenylmethoxy)ethoxy]methyl]-, diethyl ester-R(120362-30-3)

Safety Data

• Hazardous Substances Data: 120362-30-3(Hazardous Substances Data)

Usage

General Description

Phosphonic acid, [[1-[[(methylsulfonyl)oxy]methyl]-2-(phenylmethoxy)ethoxy]methyl]-, diethyl ester-R is a chemical compound that is commonly used in certain types of scientific research and product development. The molecule contains functional groups including an ester, sulfone, and phenyl ring, enhancing its reactivity and utility in synthesis. Its complex structure makes it potentially useful in the development of novel pharmaceuticals or industrial chemicals. As with all chemical compounds, it should be handled with care to avoid any potential hazards or reactions with other substances.

InChI:InChI=1/C16H27O8PS/c1-4-22-25(17,23-5-2)14-21-16(13-24-26(3,18)19)12-20-11-15-9-7-6-8-10-15/h6-10,16H,4-5,11-14H2,1-3H3/t16-/m1/s1

Upstream product

• 14347-83-2 (R)-2,2-dimethyl-4-benzoxymethyl-1,3-dioxolane 
• 120362-28-9 (R)-3-O-Benzyl-2-O-<(diethylphosphonyl)methyl>-1-O-<(p-methoxyphenyl)diphenylmethyl>glycerol 
• 120362-27-8 (R)-3-O-Benzyl-1-O-<(p-methoxyphenyl)diphenylmethyl>glycerol 
• 100-39-0 benzyl bromide 
• 17325-85-8 (2S)-3-(benzyloxy)propane-1,2-diol 
• 124-63-0 methanesulfonyl chloride 
• 120362-29-0 (S)-3-O-Benzyl-2-O-<(diethylphosphonyl)methyl>glycerol 
• 4799-67-1 3-O-benzylglycerol 
• 14347-83-2 1-O-benzyl-2,3-O-isopropylidene glycerol 
• 120362-28-9 {1-Benzyloxymethyl-2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethoxymethyl}-phosphonic acid diethyl ester 
• 120362-27-8 1-Benzyloxy-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-propan-2-ol 
• 31618-90-3 diethyl (p-toluenesulfonyloxymethane)phosphonate 
• 120362-29-0 (2-Benzyloxy-1-hydroxymethyl-ethoxymethyl)-phosphonic acid diethyl ester 

Downstream Products

• 120362-33-6 (S)-1-<3-(Benzyloxy)-2-<(diethylphosphonyl)methoxy>propyl>cytosine 
• 120362-34-7 [(R)-2-(4-Amino-pyrimidin-2-yloxy)-1-benzyloxymethyl-ethoxymethyl]-phosphonic acid diethyl ester 
• 25855-37-2 1-ethylcytosine 
• 120362-34-7 [2-(4-Amino-pyrimidin-2-yloxy)-1-benzyloxymethyl-ethoxymethyl]-phosphonic acid diethyl ester 
• 3289-48-3 2-ethoxy-pyrimidin-4-ylamine 

Relevant articles and documents

Synthesis and antiviral activity of the nucleotide analogue (S)-1-[3-hydroxy-2-(phosphonylmethoxy)propyl]cystosine

The acyclic nucleotide analogue (S)-1-[3-hydroxy-2-(phosphonylmethoxy)propyl]cytosine (2, HPMPC) was prepared on a multigram scale in 18% overall yield starting from (R)-2,3-O-isopropylideneglycerol. The key step in the nine-step synthetic route is coupling of cytosine with the side-chain derivative 8 which bears a protected phosphonylmethyl ether group. In vitro data showed that HPMPC has good activity against herpes simplex virus types 1 and 2, although it was 10-fold less potent that acyclovir [ACV, 9-[(2-hydroxyethoxy)methyl]guanine]. By comparison, HPMPC exhibited greater activity than ACV against a thymidine kinase deficient strain of HSV 1 and was more potent than ganciclovir [DHPG, 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine] against human cytomegalovirus. In vivo, HPMPC showed exceptional potency against HSV 1 systemic infection in mice, having an ED50 of 0.1 mg/kg per day (ip) compared with 50 mg/kg per day for ACV. HPMPc was also more efficacious than ACV in the topical treatment of HSV 1 induced cutaneous lesions in guinea pigs.