Boc-L-phenylalaninamide

Base Information

• Chemical Name: Boc-L-phenylalaninamide
• CAS No.: 35150-06-2
• Molecular Formula: C₁₄H₂₀N₂O₃
• Molecular Weight: 264.324
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10427249
• Nikkaji Number: J837.345K
• Wikidata: Q72450261
• Mol file: 35150-06-2.mol

Synonyms:35150-06-2;Boc-L-phenylalaninamide;(S)-tert-Butyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamate;Boc-L-phenylalanine amide;tert-butyl N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate;tert-butyl (S)-(1-amino-1-oxo-3-phenylpropan-2-yl)carbamate;N-(tert-butoxycarbonyl)-L-phenylalaninamide;(S)-tert-butyl 1-amino-1-oxo-3-phenylpropan-2-ylcarbamate;MFCD00272775;tert-butyl N-[(1S)-1-carbamoyl-2-phenylethyl]carbamate;Boc-Phe-NH2;Nalpha-(tert-butoxycarbonyl)-L-phenylalaninamide;BocPheNH2;N-(tert-Butoxycarbonyl)phenylalanine amide;(S)-N-(tert-Butoxycarbonyl)phenylalanine amide;SCHEMBL4420859;DTXSID10427249;DHUPSFPAFRFQRO-NSHDSACASA-N;STL466239;AKOS005175184;AKOS015836431;CS-15658;NS-00105;CS-0010981;D71973;EN300-263517;(S)-2-Phenyl-1-carbamoyl-ethyl-carbamic Acid tert-butyl Ester;rac-tert-butyl N-[(1R)-1-carbamoyl-2-phenylethyl]carbamate;CarbaMic acid, N-[(1S)-2-aMino-2-oxo-1-(phenylMethyl)ethyl]-, 1,1-diMethylethyl ester;CarbaMic acid,N-[(1S)-2-aMino-2-oxo-1-(phenylMethyl)ethyl]-,1,1-diMethylethyl ester

Chemical Property of Boc-L-phenylalaninamide

Chemical Property:

• Vapor Pressure: 8.7E-09mmHg at 25°C
• Refractive Index: 1.529
• Boiling Point: 464 °C at 760 mmHg
• Flash Point: 234.4 °C
• PSA: 81.42000
• Density: 1.181 g/cm³
• LogP: 2.69890
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 264.14739250
• Heavy Atom Count: 19
• Complexity: 317

Purity/Quality:

98%min ^*data from raw suppliers

N-(tert-Butoxycarbonyl)-L-phenylalaninamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)N
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N

Technology Process of Boc-L-phenylalaninamide

There total 7 articles about Boc-L-phenylalaninamide 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: 67.0%

→ (1-carbamoyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (88463-18-7,35150-06-2)

Guidance literature:

Reference yield:

benzyl [(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate (5241-56-5,17324-88-8,53562-23-5,4801-80-3) → (S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide (88463-18-7,35150-06-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 24 h / 0 - 20 °C

2: palladium 10% on activated carbon; hydrogen / 1,4-dioxane / 16 h

3: sodium hydroxide; formaldehyd / water / 20 °C

4: sodium hydroxide / tert-butyl alcohol / 20 °C

With formaldehyd; 1,3,5-trichloro-2,4,6-triazine; palladium 10% on activated carbon; hydrogen; sodium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1039/c6cc07530d

Reference yield:

(S)-N-benzyloxycarbonyl-2-amino-3-phenyl-propionitrile (21947-21-7) → (S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide (88463-18-7,35150-06-2)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / 1,4-dioxane / 16 h

2: sodium hydroxide; formaldehyd / water / 20 °C

3: sodium hydroxide / tert-butyl alcohol / 20 °C

With formaldehyd; palladium 10% on activated carbon; hydrogen; sodium hydroxide; In 1,4-dioxane; water; tert-butyl alcohol;

DOI:10.1039/c6cc07530d

upstream raw materials:

tert-butyldicarbonate

L-phenylalanine

(S)-2-amino-3-phenylpropionamide hydrochloride

benzyl [(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate

Downstream raw materials:

Boc-Phe-ΔAla

5-Benzyl-2-methyl-4-oxo-imidazolidine-1,2-dicarboxylic acid 1-tert-butyl ester

2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonyl-(R)-Δ2-thiazoline

Refernces

• 1、 Chitale, Sampada,Derasp, Joshua S.,Hussain, Bashir,Tanveer, Kashif,Beauchemin, André M.. "Carbohydrates as efficient catalysts for the hydration of α-amino nitriles". . p. 13147 - 13150. Retrieved 2016/11/09.
• 2、 -. "ANAPLASTIC LYMPHOMA KINASE MODULATORS AND METHODS OF USE". Page/Page column 287-288. . Retrieved 2008/06/13.