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beta-Methyl vinyl phosphate (MAP)

Product Name
beta-Methyl vinyl phosphate (MAP)
CAS No.
90776-59-3
Chemical Name
beta-Methyl vinyl phosphate (MAP)
Synonyms
MVP;BETA-METHYL VINYL PHOSPHATE;4-NITROBENZYL (4R,5S,6S)-3-(DIPHENYLOXY)PHOSPHORYLOXY-6-[(1R)-1-HYDROXYETHYL]-4-METHYL-7-OXO-1-AZABICYCLO[3,2,0]HEPT-2-ENE-2-CARBOXYLATE;EOS-61118;MAP Or MVP;WIDELY MAP;1-beta-Methyl;beta-Methyl vinyl ph;Tebipenem Impurity 1;Biapenem Impurity 10
CBNumber
CB0325503
Molecular Formula
C29H27N2O10P
Formula Weight
594.51
MOL File
90776-59-3.mol
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beta-Methyl vinyl phosphate (MAP) Property

Melting point:
129-131?C
Boiling point:
722.4±60.0 °C(Predicted)
Density 
1.47±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
14.36±0.20(Predicted)
color 
White to Off-White
InChIKey
STULDTCHQXVRIX-PIYXRGFCSA-N
SMILES
N12[C@@]([H])([C@@H]([C@H](O)C)C1=O)[C@@H](C)C(OP(OC1=CC=CC=C1)(OC1=CC=CC=C1)=O)=C2C(OCC1=CC=C([N+]([O-])=O)C=C1)=O
CAS DataBase Reference
90776-59-3(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
N1231
Product name
4-Nitrobenzyl (4R,5S,6S)-3-[(Diphenylphosphono)oxy]-6-[(R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
Packaging
5G
Price
$110
Updated
2025/07/31
TCI Chemical
Product number
N1231
Product name
4-Nitrobenzyl (4R,5S,6S)-3-[(Diphenylphosphono)oxy]-6-[(R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
Packaging
25G
Price
$329
Updated
2025/07/31
Usbiological
Product number
486340
Product name
MVP
Packaging
100ul
Price
$499
Updated
2021/12/16
TRC
Product number
N493650
Product name
4-Nitrobenzyl(4R,5S,6S)-3-[(Diphenylphosphono)oxy]-6-[(R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
Packaging
5g
Price
$110
Updated
2021/12/16
AK Scientific
Product number
M043
Product name
beta-Methylvinylphosphate
Packaging
100g
Price
$807
Updated
2021/12/16
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beta-Methyl vinyl phosphate (MAP) Chemical Properties,Usage,Production

Description

A chemical compound.

Uses

Meropenem intermediate. A 1β-methyl carbapenem derivative as antibacterial agent.

Synthesis

104873-15-6

2524-64-3

93711-81-0

General procedure for the synthesis of the compound (CAS: 93711-81-0) from 4-β-methylazabicyclohexyl ketone ester (X) and diphenyl chlorophosphate: a solution of 4-β-methylazabicyclohexyl ketone ester (X) was cooled in an ice bath to -10 to -15 °C, and diisopropylethylamine (14.57 g, 0.113 mol) and diphenyl chlorophosphate were added sequentially, protected by nitrogen gas (27.54 g, 0.102 mol). The reaction mixture was kept stirred at the same temperature for 5 hours until the complete disappearance of compound (X) was confirmed by TLC detection. At the end of the reaction, a large number of white crystals were precipitated from the reaction mixture, after which petroleum ether (300 mL) and 3.5% aqueous sodium dihydrogen phosphate (300 mL) were added to the mixture and the crystals were washed by stirring. After filtration, the filter cake was washed with petroleum ether (100 mL) and water (500 mL) in turn, and after drying, the target product PNB (4R,5S,6S)-3-(diphenoxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid ester (XI) (49.3 g, yield : 81%; purity: 98%). The physicochemical properties of the product were as follows: [α]D25 = +40~+44° (c = 0.5, methanol); melting point: 125-126°C; IR (KBr) νmax cm-1 : 1780, 1745, 1605; 1H NMR (CDCl3) δ: 1.24 (3H, d), 1.35 (3H, d), 2.38 (1H, d, J = 3.2 Hz), 3.35 (1H, dd), 3.52 (1H, m), 4.26 (1H, dd), 4.30 (1H, m), 5.24-5.41 (2H, ABq), 7.29 (10H, m), 7.58 and 8.18 (2H, d).

storage

-20°C Freezer, Under Inert Atmosphere

References

[1] Patent: WO2007/104219, 2007, A1. Location in patent: Page/Page column 15
[2] Journal of Organic Chemistry, 1992, vol. 57, # 15, p. 4243 - 4249
[3] Journal of Antibiotics, 1998, vol. 51, # 8, p. 757 - 770
[4] Patent: WO2007/31858, 2007, A2. Location in patent: Page/Page column 13
[5] Patent: EP2014666, 2009, A1. Location in patent: Page/Page column 10

beta-Methyl vinyl phosphate (MAP) Preparation Products And Raw materials

Raw materials

lead oxide Acetonitrile Ceric ammonium nitrate Ethanol N,N-Dimethylformamide Potassium hydroxide tert-Butyldimethylsilyl chloride Triethylamine Chloroform L-Threonine Ethyl chloroformate Sodium nitrite Imidazole p-Anisidine Ethyl acetate Hydrochloric acid Dichloromethane Methanol Hexamethyldisilazane PETROLEUM ETHER Zinc bromide n-Butyllithium Ethyl chloroacetate

Preparation Products

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beta-Methyl vinyl phosphate (MAP) Suppliers

Canada 1 China 333 China Hong Kong 1 Europe 2 Germany 2 India 6 Japan 1 South Korea 1 United Kingdom 6 United States 23 Global 376
Toronto Research Chemicals
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6038
Advantage
71
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View Lastest Price from beta-Methyl vinyl phosphate (MAP) manufacturers

Hebei Fengjia New Material Co., Ltd
Product
beta-Methyl vinyl phosphate (MAP) 90776-59-3
Price
US $5.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2024-09-10
Hebei Chuanghai Biotechnology Co., Ltd
Product
beta-Methyl vinyl phosphate (MAP) 90776-59-3
Price
US $30.00-10.00/KG
Min. Order
50KG
Purity
99%
Supply Ability
500000kg
Release date
2022-09-21
Hebei Yanxi Chemical Co., Ltd.
Product
beta-Methyl vinyl phosphate (MAP) 90776-59-3
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-11-16

90776-59-3, beta-Methyl vinyl phosphate (MAP)Related Search:

Allyl methacrylate Chlorodiphenylphosphine Dichlorodiphenylsilane Zinc phosphate Sodium Phosphate Monobasic Monohydrate Clindamycin phosphate Creatine phosphate p-(2-Methoxyethyl) phenol phosphate ester starch 3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one Trisodium phosphate METHYLCYCLOPENTADIENE DIMER 1,5-Diphenylcarbazide Side chain for meropenem 2-(METHYLSULFONYL)ETHANOL Dicyclopentadiene 1-Hydroxyethylidene-1,1-diphosphonic acid Ferric phosphate

  • p-nitrobenzyl (1r,5r,6s)-6-[(1r)-1-hydroxyethyl]-2-
  • P-NITROBENZYL (1R,5R,6S)-6-[(1R)-1-HYDROXYETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLATE
  • P-NITROBENZYL (1R,5R,6S)-6-[(1R)-HYDROXY ETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYL CARBAPEN-2EM-3-CARBOXYLATE
  • 3-(DIPHENOXY-PHOSPHORYLOXY)-6-(1-HYDROXY-ETHYL)-4-METHYL-7-OXO-1-AZA-BICYCLO[3.2.0]HEPT-2-ENE-2-CARBOXYLIC ACID 4-NITRO-BENZYL ESTER
  • (4r,5s,6s)-3-(diphenyloxy)phosphoryloxy-6-[(1r)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
  • 4-NITROBENZYL (1R,5R,6S)-6-[(1R)-1-HYDROXYETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLATE
  • 4-NITROBENZYL-(1R,5R,6S)-6-[(1R)-1-HYDROXYETHYL]-2-[(DIPHENYLPHOSPHONO)OXY]-1-METHYLCARBAPEN-2-EM-3-CARBOXYLIC ACID
  • beta-Methyl vinyl phosphate (MAP)
  • PNB(4R,5S,6S)-3-(diphenyl-oxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
  • β-METHYL VINYL PHOSPHATE(MAP)
  • 1B-methyl vinyl phosphate
  • 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid,3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-,(4-nitrophenyl)methyl ester,(4R,5R,6S)-
  • MVP
  • MAP Or MVP
  • BETA-METHYL VINYL PHOSPHATE
  • (4R,5R,6S)-4-Nitrobenzyl 3-(diphenoxyphosphoryloxy)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
  • 1-beta-Methyl
  • 1SS-METHYL VINYL PHOSPHATE (MAP OR MVP)
  • P-Nitrobenzyl(4R,5S,6S)-3-(diphenyloxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate
  • MAP/MVP-INTERMEDIATE OF MEROPENEM
  • ERTAPENEM INTERMEDIATE, (4R,5R,6S)-3-(DIPHENOXY-PHOSPHORYLOXY)-6-((R)-1-HYDROXY-ETHYL)-4-METHYL-7-OXO-1-AZA-BICYCLO[3.2.0]HEPT-2-ENE-2-CARBOXYLIC ACID 4-NITRO-BENZYL ESTER
  • (4R,5S,6S)-3-(DIPHENYLOXY)PHOSPHORYLOXY-6[(1R)-1-HYDROXYETHYL]-4-METHYL-7-OXO-1-AZABIYCCLO[3,2,0]HEPT-2-ENE-2-CARBOXYLATE
  • 4-NITROBENZYL (4R,5S,6S)-3-(DIPHENYLOXY)PHOSPHORYLOXY-6-[(1R)-1-HYDROXYETHYL]-4-METHYL-7-OXO-1-AZABICYCLO[3,2,0]HEPT-2-ENE-2-CARBOXYLATE
  • 4-Nitrobenzyl (4R,5S,6S)-3-(Diphenyloxy)phosphoryl
  • β-methyl vinyl phosphate
  • 1B-MethylVinylPhosphate(MapOrMvp)(ForMeropenem)
  • 4-Nitrobenzyl-(1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[(diphenylphosphono)oxy]-1-methylcarbapen-2-em-3-ca
  • 4-Nitrobenzyl (4R,5S,6S)-3-[(Diphenylphosphono)oxy]-6-[(R)-1-hydroxyethyl]- 4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
  • 1-Methylvinylphosphate
  • beta-Methyl vinyl ph
  • MAP beta-Methyl vinyl phosphate
  • 1β-Methyl vinyl phosphate (MAP or MVP)
  • (4R,5R,6S)-4-NITROBENZYL-3-(DIPHENYLOXY)PHOSPHORYLOXY-6-(1R)1-HYDROXYETHYL)4METHYL-
  • (1β-Methyl vinyl phosphate) 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-nitrophenyl)Methyl ester
  • MAP(1β-methylcarbapenem nucleus)
  • 4-nitrobenzyl(4R,5R,6S)-3-((diphenoxyphosphoryl)oxy)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
  • Meropenem intermediate: 1b-methyl carbapenem derivative
  • Tebipenem Impurity 1
  • (4R,5S,6S)-4-Nitrobenzyl 3-((diphenoxyphosphoryl)oxy)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-
  • (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester
  • EOS-61118
  • MAP (meropenem main ring)
  • 4-Nitrobenzyl (4R,5S,6S)-3-(Diphenyloxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-
  • P-nitrobenzyl(1r,5r,6s)-6-[(1r)-1-hydroxyethyl]-2- [(diphenylphosphono)oxy]-1-methylcarbapen-2-em-3-carboxylate MAP
  • 1β-methyl vinyl phosphate
  • (4R,5S,6S)-3-(Diphenyloxy)phosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-
  • (4-nitrophenyl)methyl (4R,5R,6S)-3-diphenoxyphosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
  • P-nitrobenzyl(1r,5r,6s)-6-[(1r)-1-hydroxyethyl]-2-[(diphenylphosphono)oxy]-1-methylcarbapen-2-em-3-carboxylate
  • Biapenem Impurity 10
  • (4R,5S,6S)-3-(Diphenyloxy)phosphoryloxy-6-[(1R)-1-hydroxyeth...
  • WIDELY MAP
  • _x000b_beta-Methyl vinyl phosphate (MAP)
  • Heterocyclic phosphate ester
  • 1β-methyl vinyl phosphate(MAP or MVP)
  • (4-Nitrophenyl)methyl (4R,5R,6S)-3-Diphenoxyphosphoryloxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-a
  • (3S,4S)-3-((R)-1-(tert-Butyldimethylsilyloxy)ethyl)-4-((R)-1-formylethyl)-2-azetidinone
  • (5R,6S)-6-[(R)-1-Hydroxyethyl]-3-[(R)-2-tetrahydrofuryl]-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylicacid4-oxide
  • MeropenemMainRingMAP