2-Amino-3-(naphthalen-2-yl)propanoic acid

Base Information

• Chemical Name: 2-Amino-3-(naphthalen-2-yl)propanoic acid
• CAS No.: 14108-60-2
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 2921450090
• NSC Number: 69865
• DSSTox Substance ID: DTXSID50290595
• Nikkaji Number: J1.213.364B
• ChEMBL ID: CHEMBL3272605
• Mol file: 14108-60-2.mol

Synonyms:14108-60-2;H-DL-2-NAL-OH;2-Amino-3-(naphthalen-2-yl)propanoic acid;3-(2-Naphthyl)-DL-alanine;2-amino-3-naphthalen-2-ylpropanoic acid;6960-34-5;2-AMINO-3-NAPHTHALEN-2-YL-PROPIONIC ACID;2-Naphthalenealanine;MFCD00038546;beta-naphtyl alanine;H-2-D-Nal-OH;3-(2-Naphthyl)alanine #;SCHEMBL93304;H-DL-Ala(2-naphthyl)-OH;H-DL-ALA(2-NAPH)-OH;CHEMBL3272605;DTXSID50290595;NSC69865;DL-3-(2-NAPHTHYL)-ALANINE;MFCD00070216;NSC-69865;AKOS000191768;AKOS016843550;AB01739;AB02815;alpha-Amino-2-naphthalenepropanoic acid;2-Amino-3-naphthalen-2-ylpropionic acid;2-Naphthalenepropanoic acid, alpha-amino-;AS-63072;SY031901;SY035315;CS-0146966;FT-0613576;FT-0613577;FT-0613578;EN300-57632;(R)-2-amino-3-(naphthalen-2-yl)propanoicacid;A50367;DL-2-Amino-3-(naphthalen-2-yl)propanoic acid;A831878;J-007457;(2S)-2-azaniumyl-3-(2-naphthyl)propanoate;3-(2-Naphthyl)-L-alanine

Chemical Property of 2-Amino-3-(naphthalen-2-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 1.54E-07mmHg at 25°C
• Refractive Index: 1.66
• Boiling Point: 412.3 °C at 760 mmHg
• PKA: 2.21±0.30(Predicted)
• Flash Point: 203.2 °C
• Density: 1.254 g/cm³
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Base (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

DL-2-Naphthylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CC(C(=O)O)N
• Uses: H-Dl-2-nal-oh induces the formation of ergoline alkaloids in submerged cultures of Claviceps species.

Technology Process of 2-Amino-3-(naphthalen-2-yl)propanoic acid

There total 27 articles about 2-Amino-3-(naphthalen-2-yl)propanoic acid 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: 92.0%

(S)-N-acetyl-3-(2-naphthyl)alanine (37439-99-9) → L-3-(2-naphthyl)alanine (6960-34-5,14108-60-2,58438-03-2,76985-09-6,106107-92-0)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1016/0223-5234(91)90056-S

Reference yield: 89.0%

N-(9-fluorenylmethoxycarbonyl)-3-(β-naphthyl)-L-alanine (138774-94-4,186320-03-6) → L-3-(2-naphthyl)alanine (6960-34-5,14108-60-2,58438-03-2,76985-09-6,106107-92-0)

Guidance literature:

With pyrrolidine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/anie.201812348

Reference yield: 88.0%

(S)-2-Azido-3-naphthalen-2-yl-propionic acid → L-3-(2-naphthyl)alanine (6960-34-5,14108-60-2,58438-03-2,76985-09-6,106107-92-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 13h; under 760 Torr;

DOI:10.1021/ja00031a069

upstream raw materials:

(S)-N-acetyl-3-(2-naphthyl)alanine

glycine

2-bromomethylnaphthyl bromide

(S)-methyl 2-amino-3-(naphthalen-2-yl)propanoate

Downstream raw materials:

methyl (S)-2-amino-3-(naphthalen-2-yl)propanoate hydrochloride

L-3-(2-naphthyl)alanine

3-(naphthalene-2-yl)-2-oxopropanoic acid

(S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-naphthalen-2-yl-propionylamino)-hexanoylamino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid

Refernces

• 1、 Filip, Alina,Nagy, Emma Z. A.,Tork, Souad D.,Bánóczi, Gergely,To?a, Monica I.,Irimie, Florin D.,Poppe, László,Paizs, Csaba,Bencze, László C.. "Tailored Mutants of Phenylalanine Ammonia-Lyase from Petroselinum crispum for the Synthesis of Bulky l- and d-Arylalanines". . p. 2627 - 2633. Retrieved 2018/05/03.
• 2、 Vaidya, Bhalchandra K.,Kuwar, Suyog S.,Golegaonkar, Sandeep B.,Nene, Sanjay N.. "Preparation of cross-linked enzyme aggregates of l-aminoacylase via co-aggregation with polyethyleneimine". experimental part. p. 184 - 191. Retrieved 2012/03/22.