106454-69-7

Basic information

• Product Name: N-Boc-D-Phenylalaninol
• Synonyms: D-(+)-BOC-PHENYLALANINOL;CARBAMIC ACID, [(1R)-1-(HYDROXYMETHYL)-2-PHENYLETHYL]-, 1,1-DIMETHYLETHYL ESTER;CARBAMIC ACID, [1-(HYDROXYMETHYL)-2,2-DIPHENYLETHYL]-,1,1-DIMETHYLETHYL ESTER, (R)-;BOC-(R)-2-AMINO-3-PHENYL-1-PROPANOL;BOC-D-PHENYLALANINOL;BOC-D-PHE-OL;N-T-BOC-D-PHENYLALANINOL;N-T-BOC-D-PHENYLALANIOL
• CAS NO: 106454-69-7
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.32
• EINECS: 1533716-785-6
• Product Categories: chiral;Amino Acids;Amino Alcohols;Boc-Amino acid series;Amines;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 106454-69-7.mol
• Article Data: 47

Chemical Properties

• Melting Point: 95-98 °C(lit.)
• Boiling Point: 394.48°C (rough estimate)
• Flash Point: 201.8 °C
• Appearance: white to light yellow crystal powder
• Density: 1.0696 (rough estimate)
• Vapor Pressure: 1.84E-07mmHg at 25°C
• Refractive Index: 1.5280 (estimate)
• Storage Temp.: 2-8°C
• PKA: 12.07±0.46(Predicted)
• BRN: 4686134
• CAS DataBase Reference: N-Boc-D-Phenylalaninol(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-D-Phenylalaninol(106454-69-7)
• EPA Substance Registry System: N-Boc-D-Phenylalaninol(106454-69-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 9-21
• Hazardous Substances Data: 106454-69-7(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Protected D-Phenylalaninol, an intermediate in the preparation of (S)-Amphetamine.

InChI:InChI=1/C14H21NO3/c1-14(2,3)18-13(17)15-12(10-16)9-11-7-5-4-6-8-11/h4-8,12,16H,9-10H2,1-3H3,(H,15,17)/t12-/m1/s1

Upstream product

• 210561-40-3 Hydroxymethyl-((R)-1-hydroxymethyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 1235475-83-8 rac-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl acetate 
• 18942-49-9 Boc-D-Phe-OH 
• 141-78-6 ethyl acetate 
• 161106-43-0 (R)-4-benzyl-3-t-butoxycarbonyl-2-oxazolidinone 
• 19901-50-9 methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 17763-67-6 Phenyl triflate 
• 438470-79-2 (R)-dibenzyl 1-(1-hydroxy-3-phenylpropan-2-yl)hydrazine-1,2-dicarboxylate 
• 501-52-0 3-Phenylpropionic acid 
• 136159-65-4 (R)-4-benzyl-3-(3-phenyl-propionyl)-oxazolidin-2-one 
• 104-53-0 3-phenyl-propionaldehyde 

Downstream Products

• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 235439-48-2 O-(N-ethoxycarbonyl)thiocarbamoyl-N-(t-butyloxycarbonyl)-(D)-phenylalaninol 
• 1055968-87-0 methyl 5-({(2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl}oxy)nicotinate 
• 139397-08-3 (3R,4R)-4-(tert-Butoxycarbonylamino)-5-phenylpent-1-en-3-ol 
• 1271772-77-0 C₂₀H₃₁NO₄ 
• 1271772-80-5 C₁₉H₂₉NO₆ 
• 1271774-85-6 C₃₈H₅₈N₄O₈ 
• 1271775-20-2 C₂₄H₃₄N₄O₃ 
• 156-08-1 benzphetamine 
• 537-46-2 Methamphetamin 
• 210427-84-2 (E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester 

Relevant articles and documents

A rate enhancement of tert-butoxycarbonylation of aromatic amines with Boc2O in alcoholic solvents

A rate enhancement of tert-butoxycarbonylation of aromatic amines by Boc2O in alcohols compared to aprotic solvents was demonstrated. Kinetic analysis by NMR suggested that the reaction in CD3OD was faster than in CDCl3 by a factor of 70. Reactions between Boc2O and various aliphatic and aromatic amines in ethanol provided the N-Boc derivatives in good to excellent yields in short reaction times.

Facile synthesis of D-amino acids from an L-serine-derived aziridine

Using the concept that L-serine can be converted into a desymmetrized γ-diol derivative, five D-amino acids were synthesized from a common aziridine intermediate by a general, high-yielding three-step process. The key 2-t-butyldimethylsiloxymethyl N-t-butoxycarbonyl aziridine intermediate was synthesized in four steps and 65% overall yield.

Stereoselective synthesis of 2-amino-1-hydroxy-3-phenylpropylphosphonic acid

A highly stereoselective synthesis of 2-amino-1-hydroxy-3-phenylpropylphosphonic acid was achieved by simple addition of diethyl phosphite to enantiomeric N-blocked phenylalaninals. These compounds exhibit significant herbicidal activity.

PROCESS FOR PREPARATION OF SOLRIAMFETOL AND INTERMEDIATES THEREOF

The present invention relates to a process for the preparation of dopamine and norepinephrine reuptake inhibitor (DNRI) compound Solriamfetol and pharmaceutically acceptable salts thereof, having the chemical name (R)-2-amino- 3-phenylpropyl carbamate (APC) by using novel intermediates. (I)

PEPTIDE-OLIGOUREA HYBRID COMPOUNDS

The present description relates to peptidomimetic foldamers, and their synthesis. In particular, the description provides peptide-amino urea hybrid peptidomimetic foldamers comprising an alpha amino acid peptide portion and an oligourea portion.