(R)-(+)-2-AMINO-4-METHYL-1,1-DIPHENYL-1-PENTANOL

Base Information

• Chemical Name: (R)-(+)-2-AMINO-4-METHYL-1,1-DIPHENYL-1-PENTANOL
• CAS No.: 161832-74-2
• Molecular Formula: C18H23 N O
• Molecular Weight: 269.3813
• Hs Code.: 2922199090
• Mol file: 161832-74-2.mol

Synonyms:Benzenemethanol,a-(1-amino-3-methylbutyl)-a-phenyl-, (R)-

Chemical Property of (R)-(+)-2-AMINO-4-METHYL-1,1-DIPHENYL-1-PENTANOL

Chemical Property:

• Vapor Pressure: 2.14E-08mmHg at 25°C
• Melting Point: 144-147ºC(lit.)
• Boiling Point: 436.6 ºC at 760 mmHg
• PKA: 11.41±0.42(Predicted)
• Flash Point: 217.8 ºC
• PSA: 46.25000
• Density: 1.059 g/cm³
• LogP: 3.99620

Purity/Quality:

99%min ^*data from raw suppliers

(R)-(+)-2-Amino-4-methyl-1,1-diphenyl-1-pentanol optical purity ee: 99% (HPLC), 98% ^*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

Useful:

Technology Process of (R)-(+)-2-AMINO-4-METHYL-1,1-DIPHENYL-1-PENTANOL

There total 3 articles about (R)-(+)-2-AMINO-4-METHYL-1,1-DIPHENYL-1-PENTANOL 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: 62.0%

methyl (L)-leucinate hydrochloride (7517-19-3) + phenylmagnesium bromide (100-58-3) → (-)-(S)-2-amino-4-methyl-1,1-diphenylpentanol (161832-74-2)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 4h;

DOI:10.1016/S0957-4166(00)80484-X

Reference yield:

bromobenzene (108-86-1,52753-63-6) + (R)-leucine methyl ester hydrochloride (5845-53-4,6322-53-8,7517-19-3) → (-)-(S)-2-amino-4-methyl-1,1-diphenylpentanol (161832-74-2)

Guidance literature:

bromobenzene; With magnesium; In diethyl ether; at 40 ℃; Inert atmosphere;

(R)-leucine methyl ester hydrochloride; In diethyl ether; at 0 - 20 ℃; for 15.5h;

DOI:10.1021/op200283q

Reference yield:

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) → (-)-(S)-2-amino-4-methyl-1,1-diphenylpentanol (161832-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 3 h / Reflux

2.1: magnesium / diethyl ether / 40 °C / Inert atmosphere

2.2: 15.5 h / 0 - 20 °C

With thionyl chloride; magnesium; In diethyl ether;

DOI:10.1021/op200283q

upstream raw materials:

methyl (L)-leucinate hydrochloride

phenylmagnesium bromide

bromobenzene

(R)-leucine methyl ester hydrochloride

Downstream raw materials:

C₂₈H₃₈N₂O₄

(R)-N-((R)-1-hydroxy-4-methyl-1,1-diphenylpentan-2-yl)pyrrolidine-2-carboxamide

(-)-(1S)-bis-m-xylylenediamine

(S)-2-{[1-(3-{[(E)-(S)-1-(Hydroxy-diphenyl-methyl)-3-methyl-butylimino]-methyl}-phenyl)-meth-(E)-ylidene]-amino}-4-methyl-1,1-diphenyl-pentan-1-ol

Refernces

• 1、 Andres,Martinez,Pedrosa,Perez-Encabo. "Easy preparation of enantiopure C2-symmetrical aminoalcohols derived from m-xylylene diamine". . p. 57 - 66. Retrieved 2007/10/02.