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CAS No.: | 396726-03-7 |
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Name: | HDMAPP - 1-Hydroxy-2-Methyl-2-buten-4-yl 4-diphosphate |
Article Data: | 4 |
Molecular Structure: | |
Formula: | C5H12O8P2 |
Molecular Weight: | 262.093 |
Synonyms: | (E)-1-Hydroxy-2-methyl-2-butenyl 4-pyrophosphate lithium salt;(E)-4-hydroxy-3-methyl-2-butenyl diphosphate;1-hydroxy-2-methylbut-2(E)-en-4-yl diphosphate;Diphosphoric acid,mono[(2E)-4-hydroxy-3-methyl-2-butenyl] ester;(E)-4-hydroxy-3-methyl-2-buten-1-yl diphosphate;(E)-4-hydroxy-3-methylbut-2-enyl pyrophosphate;(E)-4-hydroxy-3-methylbut-2-enyl diphosphate; |
PSA: | 161.63000 |
LogP: | 1.46590 |
trans-3-hydroxymethyl-2-butenyl chloride
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
Conditions | Yield |
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Stage #1: trans-3-hydroxymethyl-2-butenyl chloride With tris(tetra-n-butylammonium) hydrogen pyrophosphate In acetonitrile at 20℃; for 2h; Stage #2: With DOWEX 50WX8-200; ammonium bicarbonate In isopropyl alcohol pH=8.0; Further stages.; | 83% |
2C-methyl-D-erythritol 2,4-O-cyclodiphosphate
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
Conditions | Yield |
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With Escherichia coli; gcpE genes In water at 37℃; for 20h; | |
With sodium dithionite; paraquat dichloride In water at 37℃; pH=8; Kinetics; Solvent; aq. buffer; Enzymatic reaction; |
((E)-4-bromo-2-methylbut-2-en-1-ol)
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
Conditions | Yield |
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With tris(tetrabutylammonium) hydrogen pyrophosphate In acetonitrile at 20℃; for 16h; | 36.2 mg |
(E)-4-chloro-2-methylbut-2-enal
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: 80 percent / NaBH4 / tetrahydrofuran / 5 h / -20 °C 2.1: tris(tetra-n-butylammonium) hydrogen pyrophosphate / acetonitrile / 2 h / 20 °C 2.2: 83 percent / Dowex 50WX8-200; NH4HCO3 / propan-2-ol / pH 8.0 View Scheme |
2-hydroxy-2-methyl-3-butenal dimethyl acetal
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: 164 mg / NaCl; conc. HCl / CuCl2 / benzene / 0 - 50 °C 2.1: 80 percent / NaBH4 / tetrahydrofuran / 5 h / -20 °C 3.1: tris(tetra-n-butylammonium) hydrogen pyrophosphate / acetonitrile / 2 h / 20 °C 3.2: 83 percent / Dowex 50WX8-200; NH4HCO3 / propan-2-ol / pH 8.0 View Scheme |
(2R,3R)-4-hydorxy-3-methyl-2,3-epoxybutanyl diphosphate
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
Conditions | Yield |
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With sodium dithionite; paraquat dichloride In water at 37℃; pH=8; Kinetics; Reagent/catalyst; Solvent; aq. buffer; Enzymatic reaction; |
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
(2E)-2-methylbut-2-ene-1,4-diol
Conditions | Yield |
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With Escherichia coli Type III S alkaline phosphatase In water |
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
(E)-1,4-diacetoxy-2-methyl-2-butene
Conditions | Yield |
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Multi-step reaction with 2 steps 1: Escherichia coli Type III S alkaline phosphatase / H2O 2: pyridine / 20 °C View Scheme |
(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid
A
dimethylallyl diphosphate
B
isopentenyl diphosphate
Conditions | Yield |
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With sodium dithionite; IspH; 6,7-dihydro-2,11-dimethyldipyrido<1,2-a:2',1'-c>pyrazinediium dibromide at 37℃; for 0.5h; aq. buffer; Enzymatic reaction; | |
With E-4-hydroxy-3-methylbut-2-enyl diphosphate reductase from Aquifex aeolicus Mechanism; Enzymatic reaction; | |
With Clostridium thermocellum VPI 7372 (E)-1-hydroxy-2-methylbut-2-enyl-4-diphosphate reductase fused to ribosomal protein S1; paraquat dichloride; dithionite(2-) Kinetics; Enzymatic reaction; |