86030-43-5

Basic information

• Product Name: CHLORO(DIISOPROPYLAMINO)METHOXYPHOSPHINE
• Synonyms: N,N-DIISOPROPYLMETHYLPHOSPHONAMIDIC CHLORIDE;CHLORO(DIISOPROPYLAMINO)METHOXYPHOSPHINE;METHYL N,N-DIISOPROPYLCHLOROPHOSPHORAMIDITE;METHYL N,N-DIISOPROPYLPHOSPHORAMIDOCHLORIDITE;Chloro(diisopropylamino)methoxyphosphine, Methyl N,N-diisopropylchlorophosphoramidite, Methyl N,N-diisopropylphosphoramidochloridite;N,N-Diisopropylamidochloridophosphorous acid methyl ester;N,N-Diisopropylmethylphosphonamidic chloride 95%;(N,N-DiisopropylaMino)Methoxychlorophosphine
• CAS NO: 86030-43-5
• Molecular Formula: C₇H₁₇ClNOP
• Molecular Weight: 197.64
• Product Categories: Phosphorylating and Phosphitylating Agents;Aliphatics
• Mol File: 86030-43-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 34-35 °C0.8 mm Hg(lit.)
• Flash Point: 163 °F
• Appearance: turbid, viscous/liquid (turbid viscous)
• Density: 1.023 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.375mmHg at 25°C
• Refractive Index: n20/D 1.470
• Storage Temp.: Refrigerator
• PKA: 1.55±0.70(Predicted)
• BRN: 3600769
• CAS DataBase Reference: CHLORO(DIISOPROPYLAMINO)METHOXYPHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: CHLORO(DIISOPROPYLAMINO)METHOXYPHOSPHINE(86030-43-5)
• EPA Substance Registry System: CHLORO(DIISOPROPYLAMINO)METHOXYPHOSPHINE(86030-43-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-21-23
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 86030-43-5(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Liquid

Uses

Different sources of media describe the Uses of 86030-43-5 differently. You can refer to the following data:
1. N,N-Diisopropylmethylphosphoramidic Chloride is used in the synthesis of phosphorothioate analogs of platelet-activating factor.
2. Reagent used for polymer-supported deoxyoligonucleotide and oligoribonucleotide syntheses.

InChI:InChI=1/C7H17ClNOP/c1-6(2)9(7(3)4)11(8)10-5/h6-7H,1-5H3

Upstream product

• 108-18-9 diisopropylamine 
• 813-77-4 Dimethyl chlorophosphate 
• 67-56-1 methanol 
• 3279-26-3 methyl dichlorophosphite 
• 96163-52-9 methyl N,N-diisopropylphosphonamidate 

Downstream Products

• 129666-60-0 Diisopropyl-phosphoramidous acid (2R,3R,4R,5S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester methyl ester 
• 120144-52-7 (3aR,4R,5S,6S,7R,7aS)-4,5,6,7-Tetrakis-benzyloxy-2-methoxy-hexahydro-benzo[1,3,2]dioxaphosphole 
• 120144-51-6 Diisopropyl-phosphoramidous acid methyl ester (1R,2S,3R,4S,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester 
• 120144-51-6 Diisopropyl-phosphoramidous acid methyl ester (1R,2R,3S,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester 
• 101904-21-6 N⁶-benzoyl-5'-O-(monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)adenosine 3'-N,N-diisopropylmethylphosphoramidite 
• 127845-02-7 5'-O-(4,4'-dimethoxytrityl)-N⁴-(9-fluorenylmethoxycarbonyl)-2'-deoxycytidine-3'-O-(methyl N,N-diisopropylamino)phosphoramidite 
• 127845-03-8 5'-O-(4,4'-dimethoxytrityl)-N⁶-(9-fluorenylmethoxycarbonyl)-2'-deoxyadenosine-3'-O-(methyl N,N-diisopropylamino)phosphoramidite 
• 119824-68-9 Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-[6-oxo-2-(2-phenoxy-acetylamino)-1,6-dihydro-purin-9-yl]-4-triisopropylsilanyloxy-tetrahydro-furan-3-yl ester methyl ester 
• 117326-08-6 C₁₁₈H₁₅₃NO₂₄P₂Si₂ 
• 120188-24-1 Diisopropyl-phosphoramidous acid 3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl ester methyl ester 
• 88010-87-1 Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{6-[1-methyl-pyrrolidin-(2E)-ylideneamino]-purin-9-yl}-tetrahydro-furan-3-yl ester methyl ester 
• 119824-69-0 Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-[6-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester methyl ester 
• 101904-23-8 N²-benzoyl-5'-O-(monomethoxytrityl)-2'-O-(triisopropylsilyl)guanosine 3'-N,N-diisopropylmethylphosphoramidite 
• 117399-77-6 5,6-dihydro-5-azacytidine phosphoramidite 

Relevant articles and documents

Synthesis of a 2-indolylphosphonamide derivative with inhibitory activity against yersiniabactin biosynthesis

We report the synthesis of an adenosyl-derived indolylphosphonamide analogue of salicyladenosylmonophosphate involved in the plague and tuberculosis siderophore biosyntheses. The compound proved to be a potent inhibitor of the Yersinia pestis salicylate a

Lipidomics characterization of biosynthetic and remodeling pathways of cardiolipins in genetically and nutritionally manipulated yeast cells

Cardioipins (CLs) are unique tetra-acylated phospholipids of mitochondria and define the bioenergetics and regulatory functions of these organelles. An unresolved paradox is the high uniformity of CL molecular species (tetra-linoleoyl-CL) in the heart, liver, and skeletal muscles-in contrast to their high diversification in the brain. Here, we combined liquid chromatography-mass-spectrometry-based phospholipidomics with genetic and nutritional manipulations to explore CLs' biosynthetic vs postsynthetic remodeling processes in S. cerevisiae yeast cells. By applying the differential phospholipidomics analysis, we evaluated the contribution of Cld1 (CL-specific phospholipase A) and Taz1 (acyl-transferase) as the major regulatory mechanisms of the remodeling process. We further established that nutritional "pressure" by high levels of free fatty acids triggered a massive synthesis of homoacylated molecular species in all classes of phospholipids, resulting in the preponderance of the respective homoacylated CLs. We found that changes in molecular speciation of CLs induced by exogenous C18-fatty acids (C18:1 and C18:2) in wild-type (wt) cells did not occur in any of the remodeling mutant cells, including cld1Δ, taz1Δ, and cld1Δtaz1Δ. Interestingly, molecular speciation of CLs in wt and double mutant cells cld1Δtaz1Δ was markedly different. Given that the bioenergetics functions are preserved in the double mutant, this suggests that the accumulated MLCL-rather than the changed CL speciation-are the likely major contributors to the mitochondrial dysfunction in taz1Δ mutant cells (also characteristic of Barth syndrome). Biochemical studies of Cld1 specificity and computer modeling confirmed the hydrolytic selectivity of the enzyme toward C16-CL substrates and the preservation of C18:1-containing CL species.

Synthesis and structure of cellular mediators: Inositol polyphosphate diphosphates

The first total syntheses of 1-O-[(phosphonooxy)hydroxyphosphinyl]-2,3,4,5,6-pentakis-O-phosphono-D myo-inositol (10) and its antipode (11) were achieved from enantiopure 2,3:5,6-di-O-cyclohexylidene-D-myo-inositol (6). The critical pyrophosphate function