(2S)-2-azaniumyl-3-naphthalen-2-ylpropanoate

Base Information

• Chemical Name: (2S)-2-azaniumyl-3-naphthalen-2-ylpropanoate
• CAS No.: 58438-03-2
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.252
• Hs Code.: 29224999
• Mol file: 58438-03-2.mol

Synonyms:

Chemical Property of (2S)-2-azaniumyl-3-naphthalen-2-ylpropanoate

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Melting Point: 240-253 °C
• Refractive Index: 1.5480 (estimate)
• Boiling Point: 412.3 °C at 760 mmHg
• PKA: 2.21±0.30(Predicted)
• Flash Point: 203.2 °C
• PSA: 63.32000
• Density: 1.254 g/cm³
• LogP: 2.49450
• Storage Temp.: 2-8°C
• Solubility.: Soluble in 1mol/L NaOH.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

99.5% ^*data from raw suppliers

3-(2-Naphthyl)-L-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CC(C(=O)[O-])[NH3+]
• Isomeric SMILES: C1=CC=C2C=C(C=CC2=C1)C[C@@H](C(=O)[O-])[NH3+]
• Uses: 3-(2-Naphthyl)-L-alanine, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of (2S)-2-azaniumyl-3-naphthalen-2-ylpropanoate

There total 20 articles about (2S)-2-azaniumyl-3-naphthalen-2-ylpropanoate 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-N-benzyloxycarbonyl-3-(2-naphthyl)alanine

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

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

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.