142559-11-3

Basic information

• Product Name: (R)-(-)-2-AMINO-1-BENZYLOXYBUTANE
• Synonyms: (R)-(-)-2-AMINO-1-BENZYLOXYBUTANE;(r)-(-)-1-benzyloxymethyl propylamine;(R)-(-)-2-AMINO-1-BENZYLOXYBUTANE 95%;(R)-(-)-2Amino-1-benzyloxybutan(1-Benzyloxymethyl-propylamine);(R)-(-)-2-Amino-1-benzyloxybutane,95%;(R)-(-)-2-AMino-1-benzyloxybutane, 95% 500MG;(2R)-1-phenylmethoxybutan-2-amine
• CAS NO: 142559-11-3
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.26
• Mol File: 142559-11-3.mol

Chemical Properties

• Boiling Point: 80 °C (0.1 mmHg)
• Flash Point: 99.7 °C
• Appearance: clear colorless to light yellow liquid
• Density: 1.0020 (rough estimate)
• Vapor Pressure: 0.00716mmHg at 25°C
• Refractive Index: 1.5055-1.5075
• Storage Temp.: 0-6°C
• CAS DataBase Reference: (R)-(-)-2-AMINO-1-BENZYLOXYBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-AMINO-1-BENZYLOXYBUTANE(142559-11-3)
• EPA Substance Registry System: (R)-(-)-2-AMINO-1-BENZYLOXYBUTANE(142559-11-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• Hazardous Substances Data: 142559-11-3(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

InChI:InChI=1/C11H17NO/c1-2-11(12)9-13-8-10-6-4-3-5-7-10/h3-7,11H,2,8-9,12H2,1H3/p+1/t11-/m1/s1

Upstream product

• 393536-24-8 (R_S,1R)-2-methylpropane-2-sulfinic acid (1-(benzyloxymethyl)propyl)amide 
• 5856-63-3 (2R)-2-aminobutan-1-ol 
• 100-44-7 benzyl chloride 
• 393536-17-9 (R)-N-[(1E)-2-(benzyloxy)ethylidene]-2-methylpropane-2-sulfinamide 
• 60656-87-3 benzyloxyacetoaldehyde 

Downstream Products

• 142559-25-9 (S)-3-Phenyl-pentanoic acid ((R)-1-benzyloxymethyl-propyl)-methyl-amide 
• 142559-25-9 (R)-3-Phenyl-pentanoic acid ((R)-1-benzyloxymethyl-propyl)-methyl-amide 
• 142559-24-8 R-(+)-N-<(1-benzyloxymethyl)propyl>-N-methylcinnamamide 
• 142559-12-4 (R)-(-)-2-methylamino-1-benzyloxybutane 
• 367525-91-5 [2-((R)-1-Benzyloxymethyl-propylcarbamoyl)-ethyl]-phosphonic acid diethyl ester 
• 178614-19-2 (R)-(+)-N-2-formamido-1-benzyloxybutane 

Relevant articles and documents

Asymmetric synthesis of protected 1,2-amino alcohols using tert-butanesulfinyl aldimines and ketimines

tert-Butanesulfinyl aldimines and ketimines bearing an α-benzyloxy or α-silyloxy substituent serve as precursors in the synthesis of protected 1,2-amino alcohols in high yields and diastereoselectivities. General protocols are described for the addition of unbranched alkyl, branched alkyl, and aryl organometallic reagents to N-sulfinyl aldimines 1 and 2 and ketimines 5 and 6. Furthermore, the selective N- or O-deprotection of sulfinamide products 3, 4, 7, and 8 is described, enabling further synthetic transformations of the reaction products.

2-(RO)-1-(R) ethylamines

A compound of formula (I), or a salt or solvate thereof, STR1 in which R1 and R2 each independently represents hydrogen, alkyl, optionally substituted aryl or optionally substituted aralkyl; R3 represents alkyl, optionally

Resolving agents. Part 1. (R)-(-)-2-amino-1-benzyloxybutane, a new base for the resolution of racemic acids

Treatment of the readily available (R)-(-) enantiomer of 2-aminobutan-1- ol 1 with sodium hydride followed by benzyl chloride afforded the O-benzyl base (R)-(-)-2. The latter was successfully used for the resolution of racemic α-methylsuccinic and α-bromo

O-Benzyl derivatives of (S)-(+) and (R)-(-)-2-aminobutan-1-ol as new resolving agents for racemic acids. Practical resolutions of N-acyl derivatives of phenylglycine and 4-hydroxyphenylglycine

Treatment of the readily available (S)-(+) and (R)-(-)-2-aminobutan-1-ol 1 with sodium hydride followed by benzyl chloride, or a substituted benzyl halide, afforded the corresponding O-benzyl bases 2-5 in high yields. These new bases are recommended for the large scale resolution of racemic acids. For instance, they proved efficient for the practical resolution of N-acetylphenylglycine (±)-7, N-acetyl-(4-hyroxylphenyl)glycine (±)-9 and N-chloroacetyl-(4-hydroxyphenyl) glycine (±)-10.