86695-06-9

Basic information

• Product Name: (R)-(+)-2-AMINO-3-METHYL-1,1-DIPHENYL-1-BUTANOL
• Synonyms: 2-AMINO-3-METHYL-1,1-DIPHENYLBUTAN-1-OL;(R)-(+)-2-Amino-3-methyl-1,1-diphenyl-1-butanol;R-2-amino-3-methyl-1,1-diphenylbutan-1-ol;(R)-(+)-2-Amino-3-methyl-1,1-diphenyl-1-butanol;(R)-2-Amino-3-methyl-1,1-diphenyl-1-butanol,99%e.e.
• CAS NO: 86695-06-9
• Molecular Formula: C₁₇H₂₁NO
• Molecular Weight: 255.35
• Product Categories: Chiral Reagents;Amino Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 86695-06-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 95-99 °C(lit.)
• Boiling Point: 424.7 °C at 760 mmHg
• Flash Point: 210.6 °C
• Appearance: /
• Density: 1.074 g/cm³
• Vapor Pressure: 5.73E-08mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 11.20±0.50(Predicted)
• CAS DataBase Reference: (R)-(+)-2-AMINO-3-METHYL-1,1-DIPHENYL-1-BUTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2-AMINO-3-METHYL-1,1-DIPHENYL-1-BUTANOL(86695-06-9)
• EPA Substance Registry System: (R)-(+)-2-AMINO-3-METHYL-1,1-DIPHENYL-1-BUTANOL(86695-06-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 86695-06-9(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C17H21NO/c1-13(2)16(18)17(19,14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-13,16,19H,18H2,1-2H3/t16-/m1/s1

Upstream product

• 57728-40-2 (-)-2-amino-3-methyl-1,1-diphenylbutanol 
• 106391-85-9 (R)-methyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate 
• 7146-15-8 D-Valine methyl ester hydrochloride 
• 640-68-6 D-Val-OH 
• 223906-36-3 (2R)-N-Boc-2-amino-1,1-diphenyl-3-methylbutanol 

Relevant articles and documents

Addition of the Lithium Anion of Diphenylmethanol Methyl/Methoxymethyl Ether to Nonracemic Sulfinimines: Two-Step Asymmetric Synthesis of Diphenylprolinol Methyl Ether and Chiral (Diphenylmethoxymethyl)amines

Addition of the lithium anion generated from diphenylmethanol methyl and methoxymethyl ether to nonracemic sulfinimines afforded the corresponding addition products in excellent diastereoselctivity and yields. Deprotection of the MOM as well as sulfinyl groups rendered the enantiopure (diphenylhydroxymethyl)amines in excellent yields. The procedure was applied for a two-step synthesis of diphenylprolinol, a privileged ligand in asymmetric catalysis.

Diastereoselective reduction of a chiral N-Boc-protected δ-amino-α,β-unsaturated γ-keto ester Phe-Gly dipeptidomimetic

The readily available N-Boc-protected δ-amino α,β-unsaturated γ-keto ester 1 was diastereoselectively reduced to the corresponding alcohols 2 and 3, using boron- and aluminum-based reducing reagents. Reduction reactions were successful and resulted in anti/syn ratios of alcohols of >95:5 (80% yield), using LiAlH(O-t-Bu)3 in EtOH at -78 °C under chelation control, and 5:95 (98% yield), using NB-Enantride in THF at -78 °C under Felkin-Anh control.

Asymmetric Reduction of Aromatic Ketones with the Reagent prepared from (S)-(-)-2-Amino-3-methyl-1,1-diphenylbutan-1-ol and Borane

Asymmetric reduction of prochiral aromatic ketones with the reagent prepared from (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol and borane afforded the corresponding aromatic secondary alcohols in high optical (94-100percent enantiomeric exces