76985-10-9

Basic information

• Product Name: Boc-3-(2-Naphthyl)-D-alanine
• Synonyms: BOC-NAL(2)-OH;BOC-ALA(2-NAPH)-OH;BOC-ALA(2-NAPHTHYL)-OH;BOC-ALA-BETA-(2-NAPHTHYL)-OH;BOC-BETA-(2-NAPHTHYL)-D-ALANINE;BOC-BETA-(2-NAPHTHYL)-L-ALANINE;BOC-D-3-(2-NAPHTHYL)-ALANINE;BOC-D-2-NAL-OH
• CAS NO: 76985-10-9
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.36
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Amino Acid Derivatives;Alanine [Ala, A];Unusual Amino Acids;Boc-Amino acid series;a-amino
• Mol File: 76985-10-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 92-95 °C(lit.)
• Boiling Point: 454.92°C (rough estimate)
• Flash Point: 263.6 °C
• Appearance: off-white granular powder
• Density: 1.2164 (rough estimate)
• Vapor Pressure: 2.58E-11mmHg at 25°C
• Refractive Index: 1.5740 (estimate)
• Storage Temp.: −20°C
• Solubility: Chloroform (Sparingly), Ethanol (Sparingly), Methanol (Slightly)
• PKA: 3.88±0.30(Predicted)
• BRN: 4200660
• CAS DataBase Reference: Boc-3-(2-Naphthyl)-D-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-3-(2-Naphthyl)-D-alanine(76985-10-9)
• EPA Substance Registry System: Boc-3-(2-Naphthyl)-D-alanine(76985-10-9)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 76985-10-9(Hazardous Substances Data)

Usage

Chemical Properties

off-white granular powder

Uses

Boc-3-(2-Naphthyl)-D-alanine is a reagent in Lanreotide trisulfide synthesis and somatostatin receptor binding activity. Reagent in the preparation by coupling and structure-activity relationships of arginine containing tripeptides as MC4 receptor ligands.

InChI:InChI=1/C18H21NO4/c1-18(2,3)23-17(22)19-15(16(20)21)11-12-8-9-13-6-4-5-7-14(13)10-12/h4-10,15H,11H2,1-3H3,(H,19,22)(H,20,21)/p-1/t15-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 76985-09-6 (R)-2-naphthylalanine 
• 6960-34-5 L-3-(2-naphthyl)alanine 
• 74651-77-7 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 1393112-51-0 (RS)-S-ethyl 2-(tert-butoxycarbonylamino)-3-(naphthalen-2-yl)propanethioate 
• 1393112-55-4 (S)-S-ethyl 2-(tert-butoxycarbonylamino)-3-(naphthalen-2-yl)propanethioate 
• 58438-04-3 N-tert-butoxycarbonyl-3-(2-naphthyl)-alanine 
• 636572-72-0 C₂₃H₂₉NO₆ 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 143218-07-9 ethyl 2-acetylamino-2-cyano-3-(naphthalen-2-yl)propanoate 
• 63024-44-2 2-Amino-3-naphthalen-2-yl-propionic acid; hydrochloride 
• 172214-89-0 2-Acetylamino-3-naphthalen-2-yl-propionic acid ethyl ester 
• 136015-50-4 2-Acetylamino-2-naphthalen-2-ylmethyl-malonic acid monoethyl ester 
• 37439-99-9 (S)-N-acetyl-3-(2-naphthyl)alanine 

Downstream Products

• 145232-20-8 Boc-2-Nal-OSu 
• 1027652-85-2 3,5-dimethylbenzyl (2S)-2-t-butyloxycarbonylamino-3-(2-naphthyl)propionate 
• 138449-24-8 BOC-(S)-3-(2-naphthyl)alanyl-N-benzyl-N-methylamide 
• 195718-11-7 {(S)-1-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-phenylcarbamoyl]-2-naphthalen-2-yl-ethyl}-carbamic acid tert-butyl ester 
• 200864-79-5 Boc-D-β-(2-Naphthyl)alanine 2-(4-Hydroxyphenyl)ethylamide 
• 92635-09-1 [(S)-2-Naphthalen-2-yl-1-((S)-1-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester 
• 251308-38-0 [(2-tert-butoxycarbonylamino-3-naphthalen-2-yl-propionyl)-(3-phenyl-propyl)-amino]-acetic acid methyl ester 

Relevant articles and documents

ARYLPYRROLIDINE DICARBOXYLIC ACID AMIDE DERIVATIVE

PROBLEM TO BE SOLVED: To provide a pyrrolidine derivative capable of catalyzing an asymmetric oxidation reaction of an alkene compound. SOLUTION: There is provided an arylpyrrolidine dicarboxylic acid amide derivative exemplified by cat.A in the following formula. There is provided an asymmetric oxidation catalyst having optical purity of 50%. There is provided a manufacturing method of an optically active epoxy compound including contacting the compound with an alkene derivative in addition to a co-oxidant. There is provided a manufacturing method of an optically active epoxy compound, in which the alkene derivative is a substituted alkene derivative having a functional group containing N or O at 3 position of a double bond. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

METHOD FOR SYNTHESIZING OPTICALLY ACTIVE a-AMINO ACID USING CHIRAL METAL COMPLEX COMPRISING AXIALLY CHIRAL N-(2-ACYLARYL)-2-[5,7-DIHYDRO-6H-DIBENZO[c,e]AZEPIN-6-YL] ACETAMIDE COMPOUND AND AMINO ACID

Objects of the present invention are to provide an industrially applicable method for producing an optically active α-amino acid in high yield and in a highly enantioselective manner, to provide a simple production method of an optically active α,α-disubstituted α-amino acid, and to provide an intermediate useful for the above production methods of an optically active α-amino acid and an optically active α,α-disubstituted α-amino acid. The present invention provides a production method of an optically active α-amino acid or a salt thereof, the production method comprising introducing a substituent into the α carbon in the α-amino acid moiety of a metal complex represented by the following Formula (1): by an alkylation reaction, an aldol reaction, the Michael reaction, or the Mannich reaction, and releasing an optically pure α-amino acid enantiomer or a salt thereof by acid decomposition of the metal complex.

Enantioselective 1,3-dipolar cycloaddition of azomethine imines with propioloylpyrazoles induced by chiral π-cation catalysts

We developed 1,3-dipolar cycloadditions of azomethine imines with propioloylpyrazoles catalyzed by a chiral copper(II) complex of 3-(2-naphthyl)-L-alanine amide. The asymmetric environment created by intramolecular π - cation interaction and the N-alkyl group of the chiral ligand gives the corresponding adducts in high yields with excellent enantioselectivity. This is the first successful method for the catalytic enantioselective 1,3-dipolar cycloaddition of azomethine imines with internal alkyne derivatives to give fully substituted pyrazolines.