(S)-1-(Diphenylphosphino)-3-methylbutan-2-amine

Base Information

• Chemical Name: (S)-1-(Diphenylphosphino)-3-methylbutan-2-amine
• CAS No.: 146476-37-1
• Molecular Formula: C17H22NP
• Molecular Weight: 271.342
• European Community (EC) Number: 695-584-2
• DSSTox Substance ID: DTXSID90569035
• Nikkaji Number: J1.113.403C
• Mol file: 146476-37-1.mol

Synonyms:146476-37-1;(S)-1-(Diphenylphosphino)-3-methylbutan-2-amine;2-Butanamine, 1-(diphenylphosphino)-3-methyl-, (2S)-;(2S)-1-diphenylphosphanyl-3-methylbutan-2-amine;(S)-1-(DIPHENYLPHOSPHINO)-3-METHYL-2-BUTYLAMINE;(S)-1-(Diphenylphosphino)-2-amino-3-methylbutane, min. 97per cent;C17H22NP;(2S)-1-(Diphenylphosphanyl)-3-methylbutan-2-amine;SCHEMBL17513104;(S)-1-(DIPHENYLPHOSPHINO)-2-AMINO-3-METHYLBUTANE;DTXSID90569035;WFA47637;MFCD17013993;CS-W010096;D94511;A884504;[(2S)-2-AMINO-3-METHYLBUTYL]DIPHENYLPHOSPHANE;(S)-1-(Diphenylphosphino)-3-methyl-2-butylamine, 97%

Chemical Property of (S)-1-(Diphenylphosphino)-3-methylbutan-2-amine

Chemical Property:

• Refractive Index: 1.5970
• Boiling Point: 374.8±25.0 °C(Predicted)
• PKA: 9.73±0.13(Predicted)
• Flash Point: >110°(230°F)
• PSA: 39.61000
• Density: 1.050 g/mL at 25 °C
• LogP: 3.80290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 271.148986704
• Heavy Atom Count: 19
• Complexity: 224

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-(Diphenylphosphino)-2-amino-3-methylbutane, min. 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CP(C1=CC=CC=C1)C2=CC=CC=C2)N
• Isomeric SMILES: CC(C)[C@@H](CP(C1=CC=CC=C1)C2=CC=CC=C2)N

Technology Process of (S)-1-(Diphenylphosphino)-3-methylbutan-2-amine

There total 18 articles about (S)-1-(Diphenylphosphino)-3-methylbutan-2-amine 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: 93.0%

(1S)-[1-[(diphenylphosphino)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester (146476-35-9) → (2S)-1-(diphenylphosphino)-3-methylbutan-2-amine (146476-37-1,1400149-69-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(01)00137-9

Reference yield: 88.0%

(S)-N-(1-(diphenylphosphanyl)-3-methylbutan-2-yl)-4-methylbenzenesulfonamide (602307-05-1) → (2S)-1-(diphenylphosphino)-3-methylbutan-2-amine (146476-37-1,1400149-69-0)

Guidance literature:

With sulfuric acid; at 100 ℃; for 5h;

DOI:10.1021/ol801259u

Reference yield: 43.0%

lithium diphenylphosphide (65567-06-8,4541-02-0) + (S)-1-(p-toluenesulfonylmethyl)-2-methyl-propylammonium bromide → (2S)-1-(diphenylphosphino)-3-methylbutan-2-amine (146476-37-1,1400149-69-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1016/S0040-4020(99)01075-3

upstream raw materials:

(1S)-[1-[(diphenylphosphino)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester

lithium diphenylphosphide

(S)-2-(N-tert-butoxycarbonylamino)-3-methylbutyl tosylate

(S)-valinol

Downstream raw materials:

(S,S)-N,N'-bis(1-diphenylphosphinomethyl-2-methyl-propyl)oxaldiamide

Refernces

• 1、 Dong, Ze,Yan, Chao,Gao, Yongzhi,Dong, Chune,Qiu, Guofu,Zhou, Hai-Bing. "Tunable Bifunctional Phosphine-Squaramide Promoted Morita-Baylis-Hillman Reaction of N-Alkyl Isatins with Acrylates". . p. 2132 - 2142. Retrieved 2015/06/23.
• 2、 Kawamura, Kenjiro,Fukuzawa, Hitomi,Hayashi, Masahiko. "Enantioselective copper-catalyzed 1,4-addition of dialkylzincs to enones followed by trapping with allyl iodide derivatives". . p. 640 - 647. Retrieved 2011/08/06.