TERT-BUTYL TETRAISOPROPYLPHOSPHORODIAMIDITE

Base Information

• Chemical Name: TERT-BUTYL TETRAISOPROPYLPHOSPHORODIAMIDITE
• CAS No.: 137348-88-0
• Molecular Formula: C16H37 N2 O P
• Molecular Weight: 304.456
• European Community (EC) Number: 625-451-6
• DSSTox Substance ID: DTXSID40399086
• Nikkaji Number: J1.865.443A
• Wikidata: Q82201430
• Mol file: 137348-88-0.mol

Synonyms:Phosphorodiamidousacid, tetrakis(1-methylethyl)-, 1,1-dimethylethyl ester (9CI)

Chemical Property of TERT-BUTYL TETRAISOPROPYLPHOSPHORODIAMIDITE

Chemical Property:

• Vapor Pressure: 0.00017mmHg at 25°C
• Melting Point: 67-74 °C(lit.)
• Boiling Point: 330.1°Cat760mmHg
• PKA: 7.68±0.70(Predicted)
• Flash Point: 153.4°C
• PSA: 29.30000
• Density: g/cm³
• LogP: 5.26600
• Storage Temp.: 2-8°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 304.26435081
• Heavy Atom Count: 20
• Complexity: 236

Purity/Quality:

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

tert-Butyl tetraisopropylphosphorodiamidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)N(C(C)C)P(N(C(C)C)C(C)C)OC(C)(C)C
• Uses: tert-Butyl Tetraisopropylphosphorodiamidite acts as a reagent in the synthesis of aromatic oxophosphorus compounds via michaelis-arbov type of reaction of arynes.

Technology Process of TERT-BUTYL TETRAISOPROPYLPHOSPHORODIAMIDITE

There total 2 articles about TERT-BUTYL TETRAISOPROPYLPHOSPHORODIAMIDITE 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: 86.0%

bis(diisopropylamino)chlorophosphine (56183-63-2) + potassium tert-butylate (865-47-4) → [tert-butyloxy]bis(N,N-diisopropylamino)phosphane (137348-88-0)

Guidance literature:

In toluene; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201301789

Reference yield: 78.0%

Dichloro(tert-butoxy)phosphine (68905-25-9) + diisopropylamine (108-18-9) → [tert-butyloxy]bis(N,N-diisopropylamino)phosphane (137348-88-0)

Guidance literature:

In diethyl ether; Ambient temperature;

DOI:10.1002/hlca.19910740621

Reference yield: 100.0%

[tert-butyloxy]bis(N,N-diisopropylamino)phosphane (137348-88-0) + Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate (164594-13-2) → N,N,N',N'-tetraisopropyl phenylphosphonic diamide

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Reagent/catalyst; Temperature; Time; Concentration; Solvent;

DOI:10.1246/cl.130116

upstream raw materials:

Dichloro(tert-butoxy)phosphine

diisopropylamine

bis(diisopropylamino)chlorophosphine

potassium tert-butylate

Downstream raw materials:

di-tert-butyl diisopropylphosphoramide

diisopropyl-phosphoramidous acid tert-butyl ester 4,5-dimethoxy-2-nitro-benzyl ester

Refernces

• 1、 Kitas, Eric A.,Knorr, Reinhard,Trzeciak, Arnold,Bannwarth, Willi. "Alternative Strategies for the Fmoc Solid-Phase Synthesis of O4-Phospho-L-tyrosine-Containing Peptides". . p. 1314 - 1328. Retrieved 2007/10/02.