Brief Introduction
Name	Beta-Methyl Vinyl Phosphate
Synonyms	beta-Methyl vinyl phosphate MAP
	(4R,5S,6S)-3-(Diphenyloxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
	(1R,5S,6S)-2-(diphenyloxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate
	(1R,5R,6S)-6-[(1R)-1-Hydroxyethyl]-2-[(diphenylphosphono)-oxy]-1-methylcarbapen-2-em-3-carboxylic acid 4-nitrobenzyl ester
	[4R-[4α, 5β,6β(R*)]]-3-[(diphenoxyphosphinyl)oxy]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
	4-nitrobenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
CAS	90776-59-3
EINECS	618-646-2
Molecular Formula	C 29 H 27 N 2 O 10 P
Molecular Weight	594.51

Properties
Density	1.47±0.1 g/cm3(Predicted)
Melting Point	126-130ºC
Boling Point	722.4±60.0 °C(Predicted)
Flash Point	390.671°C
Solubility	Chloroform (Slightly), Methanol (Slightly)
Vapor Presure	0mmHg at 25°C
Appearance	White Powder
Color	White to Off-White
pKa	14.36±0.20(Predicted)
Storage Condition	Sealed in dry,2-8°C
Refractive Index	1.653
Usage	Used as a pharmaceutical intermediate, also can be used for the preparation of pivol ester of tibipenem.
Packing	20kg/barrel(Lined with a plastic bag, sealed with an aluminum foil bag, and with a paper cylinder outside)
Specific spin	[α]D20 =+45°~+55°
PSA	167.23
LogP	2.13
Density	1.5±0.1 g/cm3
MDL Number	MFCD01318092
InChI	InChI=1/C29H27N2O10P/c1-18-25-24(19(2)32)28(33)30(25)26(29(34)38-17-20-13-15-21(16-14-20)31(35)36)27(18)41-42(37,39-22-9-5-3-6-10-22)40-23-11-7-4-8-12-23/h3-16,18-19,24-25,32H,17H2,1-2H3/t18-,19-,24-,25-/m1/s1

Product Description

Beta-Methyl V inyl P hosphate is a pharmaceutical intermediate that can be used to prepare tibipenem pivoxil. Tibipenem pivoxil, chemically known as (+) - (4R, 5S, 6S) - 6 - [(1R) - hydroxyethyl] - 4-methyl-7-oxo-3 [[1 - (2-thiazolin-2-yl) - 3-azacyclobutanyl] sulfur] - 1-azabicyclic [3.2.0] hept-2-en-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy) methyl ester, is a carbapenem antibiotic. After absorption in the intestinal tract, Tibipenem pivoxil is metabolized to Tibipenem, showing antibacterial activity.
Tibipenem has broad-spectrum antibacterial activity against gram-positive bacteria and gram-negative bacteria, including Staphylococcus, Streptococcus, Pneumococcus (including PRSP), and Moraxella catarrhalis (including β- Lactam producing bacteria), Haemophilus influenzae (including ampicillin resistant Haemophilus influenzae) have strong antibacterial activity. In particular, compared to previous oral antibiotics, tibpenem exhibits extremely strong antibacterial activity against pathogenic bacteria such as otitis media, paranasal sinusitis, and pneumonia in children, penicillin resistant pneumococci, and macrolide resistant pneumococci.
The mechanism of action of tibpenem is to inhibit the synthesis of bacterial cell walls, have high affinity for various bacterial penicillin binding proteins (PBPs), and play a bactericidal role.
 Tibipenem has a higher affinity for PBP1A, 2X, or 2B of penicillin-resistant pneumococci than other oral antibiotics β- Lactam antibiotics.
 

 

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