N-Carbobenzoxy-L-phenylalanine ethyl ester

Base Information

• Chemical Name: N-Carbobenzoxy-L-phenylalanine ethyl ester
• CAS No.: 28709-70-8
• Molecular Formula: C19H21 N O4
• Molecular Weight: 327.38
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30951354
• Nikkaji Number: J55.157K
• Wikidata: Q76003057
• ChEMBL ID: CHEMBL3275999
• Mol file: 28709-70-8.mol

Synonyms:N-Carbobenzoxy-L-phenylalanine ethyl ester;28709-70-8;ethyl (2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate;BRN 3004064;N-benzyloxycarbonyl-L-phenylalanine ethyl ester;L-N-Benzyloxycarbonyl-3-phenylalanine ethyl ester;ALANINE, N-BENZYLOXYCARBONYL-3-PHENYL-, ETHYL ESTER, L-;SCHEMBL6440666;CHEMBL3275999;DTXSID30951354;LS-15843;Ethyl N-[(benzyloxy)(hydroxy)methylidene]phenylalaninate

Chemical Property of N-Carbobenzoxy-L-phenylalanine ethyl ester

Chemical Property:

• Vapor Pressure: 2.76E-11mmHg at 25°C
• Melting Point: 85-88
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 489°Cat760mmHg
• Flash Point: 249.5°C
• PSA: 75.63000
• Density: 1.162g/cm³
• LogP: 2.99960
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 327.14705815
• Heavy Atom Count: 24
• Complexity: 387

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)[C@H](CC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2

Technology Process of N-Carbobenzoxy-L-phenylalanine ethyl ester

There total 28 articles about N-Carbobenzoxy-L-phenylalanine ethyl ester 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: 99.0%

N-Cbz-L-Phe (1161-13-3) + diethyl dicarbonate (1609-47-8) → N-benzyloxycarbonyl-L-phenylalanine ethyl ester (28709-70-8)

Guidance literature:

With dmap; In tetrahydrofuran; for 0.5h;

DOI:10.1055/s-1994-25638

Reference yield: 93.0%

ethanol (64-17-5) + {(S)-1-[N'-(4-Nitro-phenyl)-hydrazinocarbonyl]-2-phenyl-ethyl}-carbamic acid benzyl ester → N-benzyloxycarbonyl-L-phenylalanine ethyl ester (28709-70-8)

Guidance literature:

With copper diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(98)01543-3

Reference yield: 90.0%

H-Phe-OEt (3081-24-1) + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-L-phenylalanine ethyl ester (28709-70-8)

Guidance literature:

With sodium hydrogencarbonate; In ethyl acetate; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201700313

upstream raw materials:

ethanol

N-Cbz-L-Phe

2-Aethoxycarbonyloxyimino-2-cyanoacetamid

Z-DL-Phe-OH

Downstream raw materials:

N-Cbz-L-Phe

Cbz-L-Phe-L-Leu-NH₂

benzyl (1S)-(1-formyl-2-phenylethyl)carbamate

N-((benzyloxy)carbonyl)-L-phenylalaninol