(2S)-2-amino-N-(4-methoxynaphthalen-2-yl)-4-methylpentanamide

Base Information

• Chemical Name: (2S)-2-amino-N-(4-methoxynaphthalen-2-yl)-4-methylpentanamide
• CAS No.: 23576-37-6
• Molecular Formula: C17H22N2O2
• Molecular Weight: 286.36900
• Hs Code.: 2924299090
• European Community (EC) Number: 636-618-8
• DSSTox Substance ID: DTXSID50350906
• Nikkaji Number: J215.829I
• Wikidata: Q27162626
• Mol file: 23576-37-6.mol

Synonyms:23576-37-6;(2S)-2-amino-N-(4-methoxynaphthalen-2-yl)-4-methylpentanamide;L-leucine 4-methoxy-2-naphthylamide;N-(4-methoxynaphthalen-2-yl)-L-leucinamide;Leu-betaNa;SCHEMBL5055276;CHEBI:90609;DTXSID50350906;leucine 4-methoxy-2-naphthylamide;N-(4-methoxy-2-naphthyl)-L-leucinamide;L-LEUCINE 4-METHOXY-B-NAPHTHYLAMIDE*FREEBASE;Q27162626

Chemical Property of (2S)-2-amino-N-(4-methoxynaphthalen-2-yl)-4-methylpentanamide

Chemical Property:

• PSA: 67.84000
• LogP: 4.51010
• Storage Temp.: ?20°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 286.168127949
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

97% ^*data from raw suppliers

L-LEUCINE-4-METHOXY-BETA-NAPHTHYLAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC1=CC2=CC=CC=C2C(=C1)OC)N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)NC1=CC2=CC=CC=C2C(=C1)OC)N

Technology Process of (2S)-2-amino-N-(4-methoxynaphthalen-2-yl)-4-methylpentanamide

There total 7 articles about (2S)-2-amino-N-(4-methoxynaphthalen-2-yl)-4-methylpentanamide 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:

N-benzyloxycarbonyl-L-leucine-(4-methoxy-[2]naphthylamide) (104295-15-0) → L-leucine-4-methoxy-2-naphthylamide (23576-37-6)

Guidance literature:

With methanol; palladium on activated charcoal; Hydrogenation;

DOI:10.1021/ja01543a029

Reference yield:

Z-Leu-OH (2018-66-8) → L-leucine-4-methoxy-2-naphthylamide (23576-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide; CH₂Cl₂

2: palladium/charcoal; methanol / Hydrogenation

With methanol; palladium on activated charcoal; dichloromethane; dicyclohexyl-carbodiimide;

DOI:10.1021/ja01543a029

Reference yield:

2,4-dinitronaphthalene (606-37-1) → L-leucine-4-methoxy-2-naphthylamide (23576-37-6)

Guidance literature:

Multi-step reaction with 6 steps

1: Na₂S; NaHCO₃; aqueous methanol / bei der Reduktion

2: aqueous HCl

3: dimethyl sulfate; K₂CO₃; acetone

4: palladium/charcoal; methanol / Hydrogenation

5: dicyclohexylcarbodiimide; CH₂Cl₂

6: palladium/charcoal; methanol / Hydrogenation

With hydrogenchloride; methanol; sodium sulfide; palladium on activated charcoal; dichloromethane; sodium hydrogencarbonate; potassium carbonate; dicyclohexyl-carbodiimide; acetone; dimethyl sulfate;

DOI:10.1021/ja01543a029

upstream raw materials:

N-benzyloxycarbonyl-L-leucine-(4-methoxy-[2]naphthylamide)

Z-Leu-OH

2,4-dinitronaphthalene

3-Nitro-1-naphthol