Chloro(diisopropylamino)methoxyphosphine

Base Information

• Chemical Name: Chloro(diisopropylamino)methoxyphosphine
• CAS No.: 86030-43-5
• Molecular Formula: C7H17ClNOP
• Molecular Weight: 197.645
• Hs Code.: 2929909090
• European Community (EC) Number: 627-317-2
• Nikkaji Number: J236.137J
• Mol file: 86030-43-5.mol

Synonyms:86030-43-5;Chloro(diisopropylamino)methoxyphosphine;Methyl N,N-diisopropylchlorophosphoramidite;N-[chloro(methoxy)phosphanyl]-N-propan-2-ylpropan-2-amine;N,N-Diisopropylmethylphosphoramidic Chloride, 80%;N,N-Diisopropylmethylphosphoramidic Chloride, 80per cent;Phosphoramidochloridous acid, bis(1-methylethyl)-, methyl ester;SCHEMBL25146;VOVWQRQDSCYAEA-UHFFFAOYSA-;VOVWQRQDSCYAEA-UHFFFAOYSA-N;GEO-03409;MFCD00009859;AKOS007929960;chloro(di-i-propylamino)(methoxy)phosphine;FT-0642022;N,N-diisopropyl-amino-methoxy-chlorophosphine;1-chloro-N,N-diisopropyl-1-methoxyphosphinamine;N,N-Diisopropylmethylphosphonamidic chloride, 95%;N-(chloro-methylphosphoryl)-N-propan-2-ylpropan-2-amine;InChI=1/C7H17ClNOP/c1-6(2)9(7(3)4)11(8)10-5/h6-7H,1-5H3

Chemical Property of Chloro(diisopropylamino)methoxyphosphine

Chemical Property:

• Vapor Pressure: 0.375mmHg at 25°C
• Refractive Index: n20/D 1.470
• Boiling Point: 34-35 °C0.8 mm Hg(lit.)
• PKA: 1.55±0.70(Predicted)
• Flash Point: 163 °F
• PSA: 26.06000
• Density: 1.023 g/mL at 20 °C(lit.)
• LogP: 3.21730
• Storage Temp.: Refrigerator
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 197.0736289
• Heavy Atom Count: 11
• Complexity: 103

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Diisopropylmethylphosphonamidic chloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: CC(C)N(C(C)C)P(OC)Cl
• Uses: N,N-Diisopropylmethylphosphoramidic Chloride is used in the synthesis of phosphorothioate analogs of platelet-activating factor. Reagent used for polymer-supported deoxyoligonucleotide and oligoribonucleotide syntheses.

Technology Process of Chloro(diisopropylamino)methoxyphosphine

There total 4 articles about Chloro(diisopropylamino)methoxyphosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methyl N,N-diisopropylphosphonamidate (96163-52-9) → (2,4,6-tribromophenyl)phosphate triester (7046-64-2) + N,N-diisopropylmethylphosphonamidic chloride (86030-43-5)

Guidance literature:

With tris(2,4,6-tribromo-phenoxy)dichlorophosphorane; In pyridine; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)97065-5

Reference yield: 78.0%

methyl dichlorophosphite (3279-26-3) + diisopropylamine (108-18-9) → N,N-diisopropylmethylphosphonamidic chloride (86030-43-5)

Guidance literature:

DOI:10.1016/S0040-4039(00)81376-3

Reference yield: 56.0%

methanol (67-56-1) + diisopropylamine (108-18-9) → N,N-diisopropylmethylphosphonamidic chloride (86030-43-5)

Guidance literature:

methanol; With pyridine; phosphorus trichloride; In diethyl ether; at -78 - 20 ℃; for 3h; Inert atmosphere;

diisopropylamine; In diethyl ether; at 0 - 20 ℃; for 22.5h; Inert atmosphere;

DOI:10.1021/acschembio.6b00995

upstream raw materials:

methyl N,N-diisopropylphosphonamidate

methyl dichlorophosphite

diisopropylamine

Dimethyl chlorophosphate

Downstream raw materials:

picoline

(S-trityl-3-thiopropyl)methoxydiisopropylaminophophoramidite

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-pent-4-enoylamino-purin-9-yl)-tetrahydro-furan-3-yl ester methyl ester

Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-oxo-2-pent-4-enoylamino-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester methyl ester

Refernces

• 1、 -. "CHEMOSELECTIVE THIOL-CONJUGATION WITH ALKENE OR ALKYNE-PHOSPHONOTHIOLATES AND -PHOSPHONATES". Page/Page column 83; 84. . Retrieved 2019/10/01.
• 2、 Kim, Sung Soo,Zhu, Yu,Oh, In Seok,Lim, Chang Gyeong. "Reactions of benzyl methyl substituted-benzyl phosphites with tert- butyl hypochlorite: 'Balanced TS' validating reactivity/selectivity principle". . p. 836 - 842. Retrieved 2007/10/03.