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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
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
Usbiological
Product number
486340
Product name
MVP
Packaging
100ul
Price
$499
Updated
2021/12/16
Ark Pharm
Product number
AK-49159
Product name
(4R,5R,6S)-4-Nitrobenzyl3-((diphenoxyphosphoryl)oxy)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
Purity
97%
Packaging
250mg
Price
$6
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
Shanghai Kangtuo Chemical Co., Ltd.
Tel
021-69185552 13701777608
Fax
021-69186006
Email
kangtuochem@163.com
Country
China
ProdList
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55
Zhejiang Jiuzhou Pharmaceutical Co., Ltd
Tel
13566413511
Email
le.sun@jiuzhoupharma.com
Country
China
ProdList
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58
Wuhan Yuqing Jiaheng Pharmaceutical Co., Ltd
Tel
027-83855382 15926260338
Email
15926260338@163.com
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China
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Hubei Yuanmeng Biotechnology Co., Ltd
Tel
027-68897569 18120462897
Fax
027-68897569
Email
fiona@yuanmengbio.com
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China
ProdList
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
ProdList
96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
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China
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40228
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
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China
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Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
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Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
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Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
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China
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12000
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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